#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:16:33 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178428 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/49/4024932.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_4024932
loop_
_publ_author_name
'Michael D. Weller'
'Benson M. Kariuki'
'Liam R. Cox'
_publ_section_title
;
Synthesis of Hybrid Masked Triyne-Phenylene Axial Rods Containing
(E)-β-Chlorovinylsilanes in the π-Conjugated Framework
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7898
_journal_page_last               7907
_journal_paper_doi               10.1021/jo901766p
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         'C48 H53 Cl2 O2 Si2, 4(H2 O)'
_chemical_formula_sum            'C48 H61 Cl2 O6 Si2'
_chemical_formula_weight         861.05
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 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                 116.3840(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   16.3914(3)
_cell_length_b                   9.8562(2)
_cell_length_c                   17.5824(4)
_cell_measurement_reflns_used    3604
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      70.98
_cell_measurement_theta_min      5.29
_cell_volume                     2544.67(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.933
_diffrn_measured_fraction_theta_max 0.933
_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  0.0276
_diffrn_reflns_av_sigmaI/netI    0.0240
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            16095
_diffrn_reflns_theta_full        70.98
_diffrn_reflns_theta_max         70.98
_diffrn_reflns_theta_min         5.29
_exptl_absorpt_coefficient_mu    1.933
_exptl_absorpt_correction_T_max  0.6984
_exptl_absorpt_correction_T_min  0.6540
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   Sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.124
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             918
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.372
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         4593
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0473
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0881P)²+0.4121P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1337
_refine_ls_wR_factor_ref         0.1469
_reflns_number_gt                3604
_reflns_number_total             4593
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo901766p_si_004.cif
_cod_data_source_block           mw1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P21/a
_cod_database_code               4024932
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9878(2) 0.6362(3) 0.48449(18) 0.0874(8) Uani 1 1 d . A 1
H1 H 0.9797 0.7291 0.4747 0.105 Uiso 1 1 calc R A 1
C2 C 0.9956(2) 0.5838(3) 0.56044(18) 0.0862(7) Uani 1 1 d . . 1
H2 H 0.9922 0.6416 0.6008 0.103 Uiso 1 1 calc R . 1
C3 C 0.99162(15) 0.5534(3) 0.42310(15) 0.0717(6) Uani 1 1 d . . 1
C4 C 0.98405(16) 0.6082(3) 0.34470(16) 0.0738(6) Uani 1 1 d . B 1
C5 C 0.97889(14) 0.6540(2) 0.28013(14) 0.0644(5) Uani 1 1 d . B 1
C6 C 0.97562(13) 0.71208(19) 0.20439(12) 0.0545(5) Uani 1 1 d . B 1
C7 C 0.99445(15) 0.6354(2) 0.15165(15) 0.0651(5) Uani 0.524(5) 1 d P B 1
C8 C 0.9984(2) 0.6783(3) 0.07125(18) 0.0826(7) Uani 0.524(5) 1 d P B 1
H8A H 0.9999 0.7767 0.0698 0.099 Uiso 0.524(5) 1 calc PR B 1
H8B H 1.0549 0.6453 0.0729 0.099 Uiso 0.524(5) 1 calc PR B 1
C9 C 0.90186(17) 0.9755(2) 0.25648(15) 0.0707(6) Uani 1 1 d . B 1
C10 C 0.8187(2) 0.8940(4) 0.2485(2) 0.1015(10) Uani 1 1 d . B 1
H10A H 0.7930 0.9361 0.2821 0.152 Uiso 1 1 calc R B 1
H10B H 0.8371 0.8030 0.2683 0.152 Uiso 1 1 calc R B 1
H10C H 0.7741 0.8918 0.1901 0.152 Uiso 1 1 calc R B 1
C11 C 0.8708(3) 1.1214(3) 0.2255(2) 0.1078(11) Uani 1 1 d . B 1
H11A H 0.9225 1.1748 0.2321 0.162 Uiso 1 1 calc R B 1
H11B H 0.8432 1.1607 0.2583 0.162 Uiso 1 1 calc R B 1
H11C H 0.8274 1.1196 0.1667 0.162 Uiso 1 1 calc R B 1
C12 C 0.9726(2) 0.9810(3) 0.34957(17) 0.0930(8) Uani 1 1 d . B 1
H12A H 0.9962 0.8916 0.3683 0.140 Uiso 1 1 calc R B 1
H12B H 0.9445 1.0146 0.3835 0.140 Uiso 1 1 calc R B 1
H12C H 1.0214 1.0403 0.3552 0.140 Uiso 1 1 calc R B 1
C13 C 0.87339(14) 0.9329(2) 0.07388(13) 0.0565(5) Uani 1 1 d . B 1
C14 C 0.88739(17) 1.0244(2) 0.02069(15) 0.0708(6) Uani 1 1 d . B 1
H14 H 0.9418 1.0726 0.0408 0.085 Uiso 1 1 calc R B 1
C15 C 0.8211(2) 1.0450(3) -0.06235(17) 0.0908(9) Uani 1 1 d . B 1
H15 H 0.8317 1.1067 -0.0970 0.109 Uiso 1 1 calc R B 1
C16 C 0.7411(2) 0.9755(3) -0.09314(17) 0.0918(9) Uani 1 1 d . B 1
H16 H 0.6970 0.9902 -0.1485 0.110 Uiso 1 1 calc R B 1
C17 C 0.7256(2) 0.8841(3) -0.04271(18) 0.0914(8) Uani 1 1 d . B 1
H17 H 0.6709 0.8367 -0.0635 0.110 Uiso 1 1 calc R B 1
C18 C 0.79140(17) 0.8620(3) 0.03927(16) 0.0773(7) Uani 1 1 d . B 1
H18 H 0.7806 0.7977 0.0724 0.093 Uiso 1 1 calc R B 1
C19 C 1.07003(14) 0.9796(2) 0.22123(13) 0.0572(5) Uani 1 1 d . B 1
C20 C 1.14780(14) 0.9045(2) 0.26750(14) 0.0627(5) Uani 1 1 d . B 1
H20 H 1.1421 0.8129 0.2769 0.075 Uiso 1 1 calc R B 1
C21 C 1.23366(16) 0.9614(3) 0.30016(17) 0.0782(7) Uani 1 1 d . B 1
H21 H 1.2845 0.9087 0.3323 0.094 Uiso 1 1 calc R B 1
C22 C 1.24425(18) 1.0947(3) 0.2855(2) 0.0921(9) Uani 1 1 d . B 1
H22 H 1.3020 1.1334 0.3079 0.111 Uiso 1 1 calc R B 1
C23 C 1.1688(2) 1.1708(3) 0.2374(2) 0.1042(10) Uani 1 1 d . B 1
H23 H 1.1756 1.2611 0.2259 0.125 Uiso 1 1 calc R B 1
C24 C 1.08307(17) 1.1147(2) 0.2059(2) 0.0845(8) Uani 1 1 d . B 1
H24 H 1.0327 1.1682 0.1737 0.101 Uiso 1 1 calc R B 1
Si1 Si 0.95450(3) 0.90298(5) 0.18793(3) 0.05017(17) Uani 1 1 d . B 1
Cl1 Cl 1.01970(5) 0.46369(6) 0.17342(6) 0.0995(3) Uani 1 1 d . B 1
O1 O 0.9278(3) 0.6337(5) -0.0019(3) 0.1129(18) Uani 0.524(5) 1 d P B 1
C7A C 0.99445(15) 0.6354(2) 0.15165(15) 0.0651(5) Uani 0.476(5) 1 d P B 2
C8A C 0.9984(2) 0.6783(3) 0.07125(18) 0.0826(7) Uani 0.476(5) 1 d P B 2
H8C H 0.9471 0.6393 0.0231 0.099 Uiso 0.476(5) 1 calc PR B 2
H8D H 0.9930 0.7763 0.0662 0.099 Uiso 0.476(5) 1 calc PR B 2
O1A O 1.0782(3) 0.6388(4) 0.0687(3) 0.0954(16) Uani 0.476(5) 1 d P B 2
O2 O 1.2397(7) 1.0810(17) 0.5447(7) 0.227(4) Uiso 0.50 1 d P C 2
O3 O 1.2382(9) 0.957(2) 0.5517(9) 0.255(5) Uiso 0.50 1 d P C 2
O4 O 1.2459(10) 1.196(2) 0.4970(10) 0.296(6) Uiso 0.50 1 d P . 2
O5 O 1.2496(12) 0.851(3) 0.5299(11) 0.332(8) Uiso 0.50 1 d P . 2
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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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
C3 C1 C2 121.3(3) . . ?
C3 C2 C1 120.6(3) 3_766 . ?
C1 C3 C2 118.2(2) . 3_766 ?
C1 C3 C4 121.1(2) . . ?
C2 C3 C4 120.7(3) 3_766 . ?
C5 C4 C3 179.2(3) . . ?
C4 C5 C6 177.9(2) . . ?
C7 C6 C5 119.79(19) . . ?
C7 C6 Si1 122.29(15) . . ?
C5 C6 Si1 117.68(16) . . ?
C6 C7 C8 127.88(19) . . ?
C6 C7 Cl1 120.17(18) . . ?
C8 C7 Cl1 111.95(17) . . ?
O1 C8 C7 114.9(3) . . ?
C12 C9 C10 109.7(2) . . ?
C12 C9 C11 108.6(2) . . ?
C10 C9 C11 108.4(2) . . ?
C12 C9 Si1 110.44(18) . . ?
C10 C9 Si1 112.29(18) . . ?
C11 C9 Si1 107.28(17) . . ?
C14 C13 C18 116.6(2) . . ?
C14 C13 Si1 124.87(18) . . ?
C18 C13 Si1 118.50(16) . . ?
C13 C14 C15 120.9(2) . . ?
C16 C15 C14 120.6(3) . . ?
C15 C16 C17 119.9(3) . . ?
C16 C17 C18 119.9(3) . . ?
C17 C18 C13 122.1(2) . . ?
C20 C19 C24 116.4(2) . . ?
C20 C19 Si1 120.48(15) . . ?
C24 C19 Si1 123.02(16) . . ?
C21 C20 C19 122.0(2) . . ?
C22 C21 C20 120.3(2) . . ?
C21 C22 C23 119.2(2) . . ?
C22 C23 C24 120.5(2) . . ?
C23 C24 C19 121.5(2) . . ?
C13 Si1 C19 114.15(9) . . ?
C13 Si1 C9 108.22(10) . . ?
C19 Si1 C9 109.26(11) . . ?
C13 Si1 C6 108.16(9) . . ?
C19 Si1 C6 105.04(9) . . ?
C9 Si1 C6 112.06(10) . . ?
O3 O2 O4 148.1(14) . . ?
O5 O3 O2 148.2(19) . . ?
O2 O4 O5 160.1(13) . 2_756 ?
O3 O5 O4 171.6(19) . 2_746 ?
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
C1 C3 1.376(4) . ?
C1 C2 1.383(4) . ?
C2 C3 1.380(3) 3_766 ?
C3 C2 1.380(3) 3_766 ?
C3 C4 1.433(3) . ?
C4 C5 1.190(3) . ?
C5 C6 1.428(3) . ?
C6 C7 1.334(3) . ?
C6 Si1 1.9117(19) . ?
C7 C8 1.504(3) . ?
C7 Cl1 1.744(2) . ?
C8 O1 1.365(5) . ?
C9 C12 1.529(4) . ?
C9 C10 1.533(4) . ?
C9 C11 1.543(4) . ?
C9 Si1 1.906(2) . ?
C13 C14 1.390(3) . ?
C13 C18 1.392(3) . ?
C13 Si1 1.872(2) . ?
C14 C15 1.394(4) . ?
C15 C16 1.360(4) . ?
C16 C17 1.365(4) . ?
C17 C18 1.381(4) . ?
C19 C20 1.383(3) . ?
C19 C24 1.393(3) . ?
C19 Si1 1.875(2) . ?
C20 C21 1.381(3) . ?
C21 C22 1.364(4) . ?
C22 C23 1.370(4) . ?
C23 C24 1.377(4) . ?
O2 O3 1.229(14) . ?
O2 O4 1.437(15) . ?
O3 O5 1.15(2) . ?
O4 O5 1.62(2) 2_756 ?
O5 O4 1.62(2) 2_746 ?
