#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/10/77/4107719.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_4107719
loop_
_publ_author_name
'Ken-ichiro Kanno'
'Eri Igarashi'
'Lishan Zhou'
'Kiyohiko Nakajima'
'Tamotsu Takahashi'
_publ_section_title
;
 Selective Linear Triene Formation from Different Alkynes using Zr/Cu
 system
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5624
_journal_page_last               5625
_journal_paper_doi               10.1021/ja8000387
_journal_volume                  130
_journal_year                    2008
_chemical_formula_moiety         'C26 H27 Cl O4 '
_chemical_formula_sum            'C26 H27 Cl O4'
_chemical_formula_weight         438.95
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.0000
_cell_angle_beta                 97.658(13)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   8.3110(18)
_cell_length_b                   19.218(7)
_cell_length_c                   14.770(4)
_cell_measurement_reflns_used    17724
_cell_measurement_temperature    298.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     2338.0(12)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR2004
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.024
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            22112
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.192
_exptl_absorpt_correction_T_max  0.953
_exptl_absorpt_correction_T_min  0.929
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
    Higashi, T. (1999). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_description       prism
_exptl_crystal_F_000             928.00
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_refine_diff_density_max         1.28
_refine_diff_density_min         -1.20
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     322
_refine_ls_number_reflns         16936
_refine_ls_R_factor_gt           0.0461
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
'w = 1/[0.0030Fo² + 1.0000σ(Fo²) + 3.0000]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0927
_reflns_number_gt                16832
_reflns_number_total             5304
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ja8000387-file003.cif
_cod_data_source_block           '_tt65'
_cod_original_cell_volume        2337.9(11)
_cod_original_formula_sum        'C26 H27 Cl O4 '
_cod_database_code               4107719
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 1/2+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
Cl(1) Cl 0.04350(4) 0.28230(2) 0.16907(3) 0.06379(11) Uani 1.00 1 d .
O(1) O -0.21382(12) 0.08513(5) 0.00261(8) 0.0630(3) Uani 1.00 1 d .
O(2) O -0.07427(13) 0.17906(5) -0.03155(6) 0.0577(2) Uani 1.00 1 d .
O(3) O 0.11567(12) 0.07575(6) -0.09628(7) 0.0664(3) Uani 1.00 1 d .
O(4) O 0.37364(12) 0.07013(6) -0.03141(7) 0.0599(3) Uani 1.00 1 d .
C(1) C -0.15914(15) 0.25794(6) 0.13414(9) 0.0434(3) Uani 1.00 1 d .
C(2) C -0.21227(13) 0.19704(6) 0.16029(8) 0.0391(3) Uani 1.00 1 d .
C(3) C -0.10422(13) 0.14813(5) 0.21906(8) 0.0387(2) Uani 1.00 1 d .
C(4) C 0.01528(14) 0.11074(6) 0.18709(8) 0.0383(2) Uani 1.00 1 d .
C(5) C 0.04147(14) 0.10869(6) 0.09070(8) 0.0396(3) Uani 1.00 1 d .
C(6) C 0.18353(15) 0.08880(7) 0.06517(9) 0.0470(3) Uani 1.00 1 d .
C(7) C -0.2519(2) 0.31223(8) 0.07653(12) 0.0611(4) Uani 1.00 1 d .
C(8) C -0.2799(2) 0.37912(8) 0.12763(16) 0.0857(6) Uani 1.00 1 d .
C(9) C -0.38994(16) 0.17603(7) 0.13755(13) 0.0548(4) Uani 1.00 1 d .
C(10) C -0.50477(19) 0.21550(10) 0.19091(13) 0.0719(5) Uani 1.00 1 d .
C(11) C -0.13816(14) 0.14498(6) 0.31489(9) 0.0427(3) Uani 1.00 1 d .
C(12) C -0.16767(18) 0.20616(7) 0.36124(10) 0.0547(4) Uani 1.00 1 d .
C(13) C -0.2023(2) 0.20428(9) 0.44960(12) 0.0674(4) Uani 1.00 1 d .
C(14) C -0.2086(2) 0.14183(10) 0.49402(11) 0.0685(5) Uani 1.00 1 d .
C(15) C -0.1817(2) 0.08096(9) 0.44965(11) 0.0637(4) Uani 1.00 1 d .
C(16) C -0.14763(17) 0.08222(7) 0.36132(10) 0.0528(3) Uani 1.00 1 d .
C(17) C 0.13890(14) 0.07242(6) 0.25176(8) 0.0384(2) Uani 1.00 1 d .
C(18) C 0.23887(15) 0.10886(7) 0.31760(9) 0.0484(3) Uani 1.00 1 d .
C(19) C 0.36126(18) 0.07538(9) 0.37337(11) 0.0639(4) Uani 1.00 1 d .
C(20) C 0.3835(2) 0.00546(10) 0.36539(10) 0.0684(4) Uani 1.00 1 d .
C(21) C 0.2852(2) -0.03151(8) 0.30065(11) 0.0654(4) Uani 1.00 1 d .
C(22) C 0.16267(18) 0.00140(7) 0.24389(9) 0.0527(3) Uani 1.00 1 d .
C(23) C -0.09829(15) 0.12224(6) 0.01666(9) 0.0451(3) Uani 1.00 1 d .
C(24) C -0.1916(2) 0.18925(11) -0.11097(12) 0.0879(6) Uani 1.00 1 d .
C(25) C 0.21435(16) 0.07839(7) -0.02944(9) 0.0473(3) Uani 1.00 1 d .
C(26) C 0.4219(2) 0.05367(11) -0.11929(11) 0.0764(5) Uani 1.00 1 d .
H(1) H 0.2724(18) 0.0754(7) 0.1165(10) 0.058(4) Uiso 1.00 1 d .
H(2) H -0.353(2) 0.2924(9) 0.0433(13) 0.079(5) Uiso 1.00 1 d .
H(3) H -0.184(2) 0.3262(9) 0.0225(12) 0.076(4) Uiso 1.00 1 d .
H(4) H -0.3789 0.3757 0.1529 0.101 Uiso 1.00 1 c R
H(5) H -0.2855 0.4173 0.0865 0.103 Uiso 1.00 1 c R
H(6) H -0.1927 0.3860 0.1753 0.102 Uiso 1.00 1 c R
H(7) H -0.4183(19) 0.1811(8) 0.0692(12) 0.064(4) Uiso 1.00 1 d .
H(8) H -0.395(2) 0.1283(10) 0.1653(14) 0.099(6) Uiso 1.00 1 d .
H(9) H -0.6115 0.1974 0.1768 0.086 Uiso 1.00 1 c R
H(10) H -0.5045 0.2634 0.1750 0.087 Uiso 1.00 1 c R
H(11) H -0.4698 0.2104 0.2545 0.088 Uiso 1.00 1 c R
H(12) H -0.1637 0.2497 0.3312 0.066 Uiso 1.00 1 c R
H(13) H -0.2220 0.2464 0.4801 0.082 Uiso 1.00 1 c R
H(14) H -0.2313 0.1407 0.5554 0.083 Uiso 1.00 1 c R
H(15) H -0.1870 0.0377 0.4803 0.078 Uiso 1.00 1 c R
H(16) H -0.1300 0.0397 0.3314 0.064 Uiso 1.00 1 c R
H(17) H 0.2232 0.1575 0.3245 0.057 Uiso 1.00 1 c R
H(18) H 0.4304 0.1012 0.4176 0.075 Uiso 1.00 1 c R
H(19) H 0.4667 -0.0175 0.4046 0.081 Uiso 1.00 1 c R
H(20) H 0.3018 -0.0801 0.2945 0.078 Uiso 1.00 1 c R
H(21) H 0.0943 -0.0247 0.1997 0.062 Uiso 1.00 1 c R
H(22) H -0.2958 0.1962 -0.0926 0.103 Uiso 1.00 1 c R
H(23) H -0.1627 0.2290 -0.1436 0.104 Uiso 1.00 1 c R
H(24) H -0.1942 0.1494 -0.1492 0.104 Uiso 1.00 1 c R
H(25) H 0.3469 0.0738 -0.1662 0.094 Uiso 1.00 1 c R
H(26) H 0.5273 0.0718 -0.1226 0.094 Uiso 1.00 1 c R
H(27) H 0.4230 0.0046 -0.1270 0.094 Uiso 1.00 1 c R
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 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.148 0.159
;
International Tables for Crystallography
(1992, 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_publ_flag
C(23) O(2) C(24) 114.48(12) yes
C(25) O(4) C(26) 116.09(10) yes
Cl(1) C(1) C(2) 119.51(9) yes
Cl(1) C(1) C(7) 112.49(9) yes
C(2) C(1) C(7) 127.99(11) yes
C(1) C(2) C(3) 121.75(9) yes
C(1) C(2) C(9) 121.32(10) yes
C(3) C(2) C(9) 116.78(10) yes
C(2) C(3) C(4) 122.71(10) yes
C(2) C(3) C(11) 113.85(9) yes
C(4) C(3) C(11) 123.44(9) yes
C(3) C(4) C(5) 124.04(10) yes
C(3) C(4) C(17) 120.55(10) yes
C(5) C(4) C(17) 115.26(10) yes
C(4) C(5) C(6) 121.97(10) yes
C(4) C(5) C(23) 119.92(10) yes
C(6) C(5) C(23) 117.83(11) yes
C(5) C(6) C(25) 125.32(11) yes
C(1) C(7) C(8) 114.09(14) yes
C(2) C(9) C(10) 114.24(12) yes
C(3) C(11) C(12) 120.11(10) yes
C(3) C(11) C(16) 122.39(11) yes
C(12) C(11) C(16) 117.47(12) yes
C(11) C(12) C(13) 121.03(13) yes
C(12) C(13) C(14) 120.23(15) yes
C(13) C(14) C(15) 119.85(15) yes
C(14) C(15) C(16) 120.40(15) yes
C(11) C(16) C(15) 121.01(13) yes
C(4) C(17) C(18) 119.72(10) yes
C(4) C(17) C(22) 121.56(10) yes
C(18) C(17) C(22) 118.60(10) yes
C(17) C(18) C(19) 120.66(12) yes
C(18) C(19) C(20) 120.36(13) yes
C(19) C(20) C(21) 119.75(14) yes
C(20) C(21) C(22) 120.54(14) yes
C(17) C(22) C(21) 120.08(12) yes
O(1) C(23) O(2) 124.87(11) yes
O(1) C(23) C(5) 123.21(11) yes
O(2) C(23) C(5) 111.90(10) yes
O(3) C(25) O(4) 123.24(13) yes
O(3) C(25) C(6) 127.12(12) yes
O(4) C(25) C(6) 109.62(10) yes
C(5) C(6) H(1) 116.2(9) no
C(25) C(6) H(1) 118.2(9) no
C(1) C(7) H(2) 110.6(10) no
C(1) C(7) H(3) 108.5(9) no
C(8) C(7) H(2) 113.3(11) no
C(8) C(7) H(3) 106.7(9) no
H(2) C(7) H(3) 102.7(15) no
C(7) C(8) H(4) 109.5 no
C(7) C(8) H(5) 109.5 no
C(7) C(8) H(6) 109.5 no
H(4) C(8) H(5) 109.5 no
H(4) C(8) H(6) 109.5 no
H(5) C(8) H(6) 109.5 no
C(2) C(9) H(7) 106.5(9) no
C(2) C(9) H(8) 104.3(11) no
C(10) C(9) H(7) 113.0(9) no
C(10) C(9) H(8) 100.3(12) no
H(7) C(9) H(8) 118.5(14) no
C(9) C(10) H(9) 109.6 no
C(9) C(10) H(10) 109.5 no
C(9) C(10) H(11) 109.3 no
H(9) C(10) H(10) 109.5 no
H(9) C(10) H(11) 109.5 no
H(10) C(10) H(11) 109.5 no
C(11) C(12) H(12) 119.5 no
C(13) C(12) H(12) 119.5 no
C(12) C(13) H(13) 119.9 no
C(14) C(13) H(13) 119.9 no
C(13) C(14) H(14) 120.0 no
C(15) C(14) H(14) 120.1 no
C(14) C(15) H(15) 119.8 no
C(16) C(15) H(15) 119.8 no
C(11) C(16) H(16) 119.5 no
C(15) C(16) H(16) 119.5 no
C(17) C(18) H(17) 119.7 no
C(19) C(18) H(17) 119.7 no
C(18) C(19) H(18) 119.8 no
C(20) C(19) H(18) 119.8 no
C(19) C(20) H(19) 120.1 no
C(21) C(20) H(19) 120.2 no
C(20) C(21) H(20) 119.7 no
C(22) C(21) H(20) 119.7 no
C(17) C(22) H(21) 119.9 no
C(21) C(22) H(21) 120.0 no
O(2) C(24) H(22) 109.4 no
O(2) C(24) H(23) 109.5 no
O(2) C(24) H(24) 109.5 no
H(22) C(24) H(23) 109.5 no
H(22) C(24) H(24) 109.5 no
H(23) C(24) H(24) 109.5 no
O(4) C(26) H(25) 109.4 no
O(4) C(26) H(26) 109.5 no
O(4) C(26) H(27) 109.5 no
H(25) C(26) H(26) 109.5 no
H(25) C(26) H(27) 109.5 no
H(26) C(26) H(27) 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cl(1) C(1) 1.7579(12) yes
O(1) C(23) 1.1918(15) yes
O(2) C(23) 1.3331(15) yes
O(2) C(24) 1.436(2) yes
O(3) C(25) 1.1975(15) yes
O(4) C(25) 1.3375(16) yes
O(4) C(26) 1.444(2) yes
C(1) C(2) 1.3264(16) yes
C(1) C(7) 1.4939(19) yes
C(2) C(3) 1.4952(14) yes
C(2) C(9) 1.5245(16) yes
C(3) C(4) 1.3604(16) yes
C(3) C(11) 1.4808(18) yes
C(4) C(5) 1.4691(17) yes
C(4) C(17) 1.4995(15) yes
C(5) C(6) 1.3420(17) yes
C(5) C(23) 1.5081(16) yes
C(6) C(25) 1.4675(19) yes
C(7) C(8) 1.524(2) yes
C(9) C(10) 1.519(2) yes
C(11) C(12) 1.3985(18) yes
C(11) C(16) 1.3948(18) yes
C(12) C(13) 1.374(2) yes
C(13) C(14) 1.372(2) yes
C(14) C(15) 1.374(2) yes
C(15) C(16) 1.372(2) yes
C(17) C(18) 1.3824(16) yes
C(17) C(22) 1.3861(17) yes
C(18) C(19) 1.3798(19) yes
C(19) C(20) 1.364(2) yes
C(20) C(21) 1.370(2) yes
C(21) C(22) 1.383(2) yes
C(6) H(1) 1.019(14) no
C(7) H(2) 0.988(18) no
C(7) H(3) 1.069(19) no
C(8) H(4) 0.950 no
C(8) H(5) 0.950 no
C(8) H(6) 0.950 no
C(9) H(7) 1.010(17) no
C(9) H(8) 1.01(2) no
C(10) H(9) 0.950 no
C(10) H(10) 0.950 no
C(10) H(11) 0.950 no
C(12) H(12) 0.950 no
C(13) H(13) 0.950 no
C(14) H(14) 0.950 no
C(15) H(15) 0.950 no
C(16) H(16) 0.950 no
C(18) H(17) 0.950 no
C(19) H(18) 0.950 no
C(20) H(19) 0.950 no
C(21) H(20) 0.950 no
C(22) H(21) 0.950 no
C(24) H(22) 0.950 no
C(24) H(23) 0.950 no
C(24) H(24) 0.950 no
C(26) H(25) 0.950 no
C(26) H(26) 0.950 no
C(26) H(27) 0.950 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
O(1) O(3) 3.4405(14) 3_555
O(1) O(4) 3.4106(13) 1_455
O(1) O(4) 3.3164(15) 3_555
O(1) C(6) 3.5078(16) 3_555
O(1) C(25) 3.1674(16) 3_555
O(1) C(26) 3.3648(19) 1_455
O(3) O(1) 3.4405(14) 3_555
O(3) C(22) 3.3103(16) 3_555
O(4) O(1) 3.4106(13) 1_655
O(4) O(1) 3.3164(15) 3_555
O(4) O(4) 3.4668(15) 3_655
O(4) C(9) 3.5949(18) 1_655
O(4) C(26) 3.535(2) 3_655
C(6) O(1) 3.5078(16) 3_555
C(9) O(4) 3.5949(18) 1_455
C(22) O(3) 3.3103(16) 3_555
C(25) O(1) 3.1674(16) 3_555
C(26) O(1) 3.3648(19) 1_655
C(26) O(4) 3.535(2) 3_655
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C(24) O(2) C(23) O(1) -6.8(2)
C(24) O(2) C(23) C(5) 171.58(12)
C(26) O(4) C(25) O(3) -3.4(2)
C(26) O(4) C(25) C(6) 175.13(13)
Cl(1) C(1) C(2) C(3) 0.03(13)
Cl(1) C(1) C(2) C(9) 175.45(11)
Cl(1) C(1) C(7) C(8) -67.51(17)
C(2) C(1) C(7) C(8) 112.04(17)
C(7) C(1) C(2) C(3) -179.50(13)
C(7) C(1) C(2) C(9) -4.1(2)
C(1) C(2) C(3) C(4) -73.26(15)
C(1) C(2) C(3) C(11) 106.03(13)
C(1) C(2) C(9) C(10) -71.56(18)
C(3) C(2) C(9) C(10) 104.08(14)
C(9) C(2) C(3) C(4) 111.12(13)
C(9) C(2) C(3) C(11) -69.59(13)
C(2) C(3) C(4) C(5) -6.24(17)
C(2) C(3) C(4) C(17) 169.01(10)
C(2) C(3) C(11) C(12) -43.05(14)
C(2) C(3) C(11) C(16) 134.73(11)
C(4) C(3) C(11) C(12) 136.23(12)
C(4) C(3) C(11) C(16) -45.99(16)
C(11) C(3) C(4) C(5) 174.53(10)
C(11) C(3) C(4) C(17) -10.21(16)
C(3) C(4) C(5) C(6) 160.33(12)
C(3) C(4) C(5) C(23) -25.88(16)
C(3) C(4) C(17) C(18) -60.74(16)
C(3) C(4) C(17) C(22) 123.22(13)
C(5) C(4) C(17) C(18) 114.92(13)
C(5) C(4) C(17) C(22) -61.13(16)
C(17) C(4) C(5) C(6) -15.16(16)
C(17) C(4) C(5) C(23) 158.63(10)
C(4) C(5) C(6) C(25) 173.31(11)
C(4) C(5) C(23) O(1) -64.83(17)
C(4) C(5) C(23) O(2) 116.73(12)
C(6) C(5) C(23) O(1) 109.21(15)
C(6) C(5) C(23) O(2) -69.23(14)
C(23) C(5) C(6) C(25) -0.61(19)
C(5) C(6) C(25) O(3) -11.9(2)
C(5) C(6) C(25) O(4) 169.72(12)
C(3) C(11) C(12) C(13) 178.82(13)
C(3) C(11) C(16) C(15) -179.01(12)
C(12) C(11) C(16) C(15) -1.17(19)
C(16) C(11) C(12) C(13) 0.9(2)
C(11) C(12) C(13) C(14) -0.06(19)
C(12) C(13) C(14) C(15) -0.6(2)
C(13) C(14) C(15) C(16) 0.4(2)
C(14) C(15) C(16) C(11) 0.5(2)
C(4) C(17) C(18) C(19) -175.21(13)
C(4) C(17) C(22) C(21) 175.54(13)
C(18) C(17) C(22) C(21) -0.5(2)
C(22) C(17) C(18) C(19) 1.0(2)
C(17) C(18) C(19) C(20) -1.2(2)
C(18) C(19) C(20) C(21) 1.0(2)
C(19) C(20) C(21) C(22) -0.6(2)
C(20) C(21) C(22) C(17) 0.4(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660310
