#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/46/4114611.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_4114611
loop_
_publ_author_name
'Drexel H. Camacho'
'Shinichi Saito'
'Yoshinori Yamamoto'
_publ_section_title
;
 Synthesis of (E)-1,2-Divinyl-1,2-diethynylethene (DVDEE) via the
 Palladium-Catalyzed Reaction of Conjugated Diynes. A New Building Block
 for Molecular Scaffolding
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              924
_journal_page_last               925
_journal_paper_doi               10.1021/ja017626p
_journal_volume                  124
_journal_year                    2002
_chemical_formula_moiety         'C32 H36 '
_chemical_formula_sum            'C32 H36'
_chemical_formula_weight         420.64
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                103.877(5)
_cell_angle_beta                 104.159(5)
_cell_angle_gamma                109.276(6)
_cell_formula_units_Z            1
_cell_length_a                   7.836(3)
_cell_length_b                   8.431(4)
_cell_length_c                   11.178(5)
_cell_measurement_reflns_used    2852
_cell_measurement_temperature    173.2
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     633.1(5)
_computing_cell_refinement       CRYSTALCLEAR
_computing_data_collection       CRYSTALCLEAR
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 14.62
_diffrn_measured_fraction_theta_full 0.9554
_diffrn_measured_fraction_theta_max 0.9554
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.025
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5640
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.062
_exptl_absorpt_correction_T_max  0.797
_exptl_absorpt_correction_T_min  1.000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Jacobson, 1998)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.103
_exptl_crystal_description       plate
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.13
_refine_diff_density_min         -0.10
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.317
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2158
_refine_ls_R_factor_gt           0.0448
_refine_ls_shift/su_max          0.0001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_ref         0.0463
_reflns_number_gt                2158
_reflns_number_total             2762
_reflns_threshold_expression     F²>3.0σ(F²)
_cod_data_source_file            ja017626p_s2.cif
_cod_data_source_block           camacho1105f_-100deg
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C32 H36 '
_cod_database_code               4114611
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_calc_flag
C(1) C 0.3195(2) 0.5336(2) 0.6033(1) 0.0316(4) Uani 1.00 d
C(2) C 0.4027(2) 0.4698(2) 0.7084(1) 0.0288(3) Uani 1.00 d
C(3) C 0.4115(2) 0.5255(2) 0.8326(1) 0.0268(3) Uani 1.00 d
C(4) C 0.4990(2) 0.4694(2) 0.9368(1) 0.0253(3) Uani 1.00 d
C(5) C 0.5883(2) 0.3494(2) 0.9024(1) 0.0260(3) Uani 1.00 d
C(6) C 0.6608(2) 0.2525(2) 0.8640(1) 0.0267(3) Uani 1.00 d
C(7) C 0.1595(2) 0.3861(2) 0.4820(1) 0.0275(3) Uani 1.00 d
C(8) C 0.1336(2) 0.4022(2) 0.3586(2) 0.0344(4) Uani 1.00 d
C(9) C -0.0162(2) 0.2712(2) 0.2475(2) 0.0396(4) Uani 1.00 d
C(10) C -0.1438(2) 0.1194(2) 0.2570(2) 0.0366(4) Uani 1.00 d
C(11) C -0.1199(2) 0.1015(2) 0.3788(2) 0.0349(4) Uani 1.00 d
C(12) C 0.0299(2) 0.2336(2) 0.4905(1) 0.0316(4) Uani 1.00 d
C(13) C 0.7558(2) 0.1371(2) 0.8173(1) 0.0262(3) Uani 1.00 d
C(14) C 0.6720(2) 0.0575(2) 0.6661(2) 0.0388(4) Uani 1.00 d
C(15) C 0.9735(2) 0.2528(2) 0.8635(2) 0.0394(4) Uani 1.00 d
C(16) C 0.7180(2) -0.0156(2) 0.8723(2) 0.0385(4) Uani 1.00 d
H(1) H 0.2719 0.6171 0.6442 0.0399 Uiso 1.00 calc
H(2) H 0.4544 0.3816 0.6828 0.0284 Uiso 1.00 calc
H(3) H 0.3525 0.6089 0.8591 0.0253 Uiso 1.00 calc
H(4) H 0.2208 0.5040 0.3510 0.0379 Uiso 1.00 calc
H(5) H -0.0332 0.2859 0.1632 0.0560 Uiso 1.00 calc
H(6) H -0.2503 0.0241 0.1775 0.0494 Uiso 1.00 calc
H(7) H -0.2072 -0.0036 0.3869 0.0526 Uiso 1.00 calc
H(8) H 0.0428 0.2208 0.5801 0.0382 Uiso 1.00 calc
H(9) H 0.6981 0.1555 0.6298 0.0519 Uiso 1.00 calc
H(10) H 0.5251 -0.0219 0.6339 0.0514 Uiso 1.00 calc
H(11) H 0.7390 -0.0116 0.6346 0.0435 Uiso 1.00 calc
H(12) H 0.9994 0.3520 0.8282 0.0524 Uiso 1.00 calc
H(13) H 1.0385 0.1768 0.8337 0.0567 Uiso 1.00 calc
H(14) H 1.0292 0.3047 0.9611 0.0497 Uiso 1.00 calc
H(15) H 0.5796 -0.0867 0.8456 0.0510 Uiso 1.00 calc
H(16) H 0.7806 0.0355 0.9750 0.0698 Uiso 1.00 calc
H(17) H 0.7762 -0.0953 0.8385 0.0534 Uiso 1.00 calc
H(18) H 0.4300 0.5996 0.5746 0.0198 Uiso 1.00 calc
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
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
C(2) C(1) C(7) 114.6(1) . . yes
C(1) C(2) C(3) 124.8(1) . . yes
C(2) C(3) C(4) 125.2(1) . . yes
C(3) C(4) C(4) 122.2(1) . 2_667 yes
C(3) C(4) C(5) 116.9(1) . . yes
C(4) C(4) C(5) 121.0(2) 2_667 . yes
C(4) C(5) C(6) 174.4(2) . . yes
C(5) C(6) C(13) 178.4(1) . . yes
C(1) C(7) C(8) 120.6(1) . . yes
C(1) C(7) C(12) 121.4(1) . . yes
C(8) C(7) C(12) 118.0(1) . . yes
C(7) C(8) C(9) 121.2(1) . . yes
C(8) C(9) C(10) 120.4(1) . . yes
C(9) C(10) C(11) 119.1(1) . . yes
C(10) C(11) C(12) 120.6(1) . . yes
C(7) C(12) C(11) 120.8(1) . . yes
C(6) C(13) C(14) 109.1(1) . . yes
C(6) C(13) C(15) 108.6(1) . . yes
C(6) C(13) C(16) 109.8(1) . . yes
C(14) C(13) C(15) 109.6(1) . . yes
C(14) C(13) C(16) 109.2(1) . . yes
C(15) C(13) C(16) 110.6(1) . . yes
C(2) C(1) H(1) 106.2 . . no
C(2) C(1) H(18) 107.8 . . no
C(7) C(1) H(1) 110.2 . . no
C(7) C(1) H(18) 108.0 . . no
H(1) C(1) H(18) 110.0 . . no
C(1) C(2) H(2) 116.9 . . no
C(3) C(2) H(2) 118.3 . . no
C(2) C(3) H(3) 119.6 . . no
C(4) C(3) H(3) 115.2 . . no
C(7) C(8) H(4) 119.0 . . no
C(9) C(8) H(4) 119.8 . . no
C(8) C(9) H(5) 120.0 . . no
C(10) C(9) H(5) 119.6 . . no
C(9) C(10) H(6) 120.8 . . no
C(11) C(10) H(6) 120.1 . . no
C(10) C(11) H(7) 120.0 . . no
C(12) C(11) H(7) 119.4 . . no
C(7) C(12) H(8) 119.5 . . no
C(11) C(12) H(8) 119.7 . . no
C(13) C(14) H(9) 109.6 . . no
C(13) C(14) H(10) 110.2 . . no
C(13) C(14) H(11) 109.7 . . no
H(9) C(14) H(10) 111.3 . . no
H(9) C(14) H(11) 105.3 . . no
H(10) C(14) H(11) 110.6 . . no
C(13) C(15) H(12) 111.2 . . no
C(13) C(15) H(13) 109.3 . . no
C(13) C(15) H(14) 110.3 . . no
H(12) C(15) H(13) 109.5 . . no
H(12) C(15) H(14) 108.7 . . no
H(13) C(15) H(14) 107.8 . . no
C(13) C(16) H(15) 110.7 . . no
C(13) C(16) H(16) 110.4 . . no
C(13) C(16) H(17) 109.9 . . no
H(15) C(16) H(16) 109.7 . . no
H(15) C(16) H(17) 108.2 . . no
H(16) C(16) H(17) 107.8 . . no
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
C(1) C(2) 1.501(2) . yes
C(1) C(7) 1.512(2) . yes
C(2) C(3) 1.332(2) . yes
C(3) C(4) 1.463(2) . yes
C(4) C(4) 1.376(3) 2_667 yes
C(4) C(5) 1.440(2) . yes
C(5) C(6) 1.197(2) . yes
C(6) C(13) 1.482(2) . yes
C(7) C(8) 1.390(2) . yes
C(7) C(12) 1.392(2) . yes
C(8) C(9) 1.383(2) . yes
C(9) C(10) 1.386(2) . yes
C(10) C(11) 1.380(2) . yes
C(11) C(12) 1.390(2) . yes
C(13) C(14) 1.537(2) . yes
C(13) C(15) 1.535(2) . yes
C(13) C(16) 1.529(2) . yes
C(1) H(1) 0.973 . no
C(1) H(18) 1.032 . no
C(2) H(2) 0.976 . no
C(3) H(3) 0.989 . no
C(8) H(4) 0.941 . no
C(9) H(5) 0.962 . no
C(10) H(6) 0.991 . no
C(11) H(7) 0.964 . no
C(12) H(8) 1.017 . no
C(14) H(9) 0.989 . no
C(14) H(10) 1.037 . no
C(14) H(11) 0.965 . no
C(15) H(12) 0.992 . no
C(15) H(13) 0.989 . no
C(15) H(14) 0.992 . no
C(16) H(15) 0.975 . no
C(16) H(16) 1.045 . no
C(16) H(17) 0.983 . no
