#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/11/2001190.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2001190
loop_
_publ_author_name
'Kagawa, H.'
'Sagawa, M.'
'Kakuta, A.'
_publ_section_title
;
 3-(4-tert-Butylphenyl)-3-hydroxy-1-(4-methoxyphenyl)-2-propen-1-one:
 an SHG active β-diketone
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2181
_journal_page_last               2183
_journal_paper_doi               10.1107/S0108270193005906
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C20 H22 O3'
_chemical_formula_weight         310.39
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 90.
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   10.6819(9)
_cell_length_b                   9.9640(10)
_cell_length_c                   16.2694(9)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      39.7
_cell_measurement_theta_min      37.4
_cell_volume                     1731.6(2)
_diffrn_measurement_device       'Rigaku AFC-5R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            1517
_diffrn_reflns_theta_max         60
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.595
_exptl_absorpt_correction_T_max  1.47
_exptl_absorpt_correction_T_min  0.78
_exptl_absorpt_correction_type   'empirical (Walker & Stuart, 1983)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.191
_exptl_crystal_description       Plate
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.16
_refine_diff_density_min         -0.12
_refine_ls_extinction_coef       'secondary_0.12070 x 10^-5^'
_refine_ls_extinction_method     Lorentz-polarization
_refine_ls_goodness_of_fit_obs   1.59
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     235
_refine_ls_number_reflns         1047
_refine_ls_R_factor_obs          0.048
_refine_ls_shift/esd_max         0.07
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/σ²(Fₒ)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.064
_reflns_number_observed          1047
_reflns_number_total             1517
_reflns_observed_criterion       I>3.00\s(I)
_cod_data_source_file            hl1029.cif
_cod_data_source_block           hl1029_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/\s^2^(F~o~)' was changed
to 'calc'. New tag '_refine_ls_weighting_details' was created. The
value of the new tag was set to 'w = 1/\s^2^(F~o~)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1731.6(4)
_cod_database_code               2001190
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
O(1) .5144(5) .1096(5) -.4411
O(2) .9337(4) .0743(5) -.1702(4)
O(3) .9631(3) .0830(5) -.0195(4)
C(1) .6394(5) .1984(5) -.2391(4)
C(2) .5636(5) .2046(6) -.3084(4)
C(3) .5870(5) .1174(6) -.3732(4)
C(4) .6893(6) .0332(7) -.3697(4)
C(5) .7674(6) .0327(6) -.3018(4)
C(6) .7422(5) .1153(5) -.2349(4)
C(7) .8204(5) .1072(5) -.1605(5)
C(8) .7717(5) .1293(6) -.0813(4)
C(9) .8437(5) .1143(5) -.0126(4)
C(10) .7974(5) .1214(5) .0721(4)
C(11) .6782(5) .1683(6) .0921(4)
C(12) .6357(5) .1673(6) .1725(4)
C(13) .7102(5) .1192(5) .2362(4)
C(14) .8282(5) .0727(6) .2170(5)
C(15) .8712(5) .0756(6) .1358(5)
C(16) .4020(7) .1817(8) -.4440(5)
C(17) .6620(5) .1176(6) .3244(4)
C(18) .5140(10) .154(2) .3260(10)
C(19) .665(2) -.0260(10) .3560(10)
C(20) .728(2) .217(2) .3730(10)
C(21) .7710(10) .060(2) .3890(8)
C(22) .548(2) .041(2) .3310(10)
C(23) .6470(10) .268(2) .3550(10)
H(1) .6221 .2597 -.1960
H(2) .4970 .2679 -.3112
H(4) .7088 -.0142 -.4188
H(5) .8373 -.0232 -.3097
H(8) .6865 .1543 -.0749
H(11) .6199 .2102 .0450
H(12) .5520 .1938 .1916
H(14) .8892 .0487 .2695
H(15) .9545 .0435 .1243
H(16) .3607 .1819 -.5000
H(16a) .4333 .2719 -.4467
H(16b) .3599 .1699 -.4081
H(23) .9859 .0757 -.0941
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(3) O(1) C(16) 119.4(5) no
C(2) C(1) C(6) 122.1(5) no
C(1) C(2) C(3) 118.9(5) no
O(1) C(3) C(2) 123.6(5) no
O(1) C(3) C(4) 117.0(5) no
C(2) C(3) C(4) 119.4(5) no
C(3) C(4) C(5) 120.9(5) no
C(4) C(5) C(6) 120.3(5) no
C(1) C(6) C(5) 118.2(5) no
C(1) C(6) C(7) 121.7(5) no
C(5) C(6) C(7) 120.1(5) no
O(2) C(7) C(6) 117.1(5) yes
O(2) C(7) C(8) 120.6(5) yes
C(6) C(7) C(8) 122.3(4) yes
C(7) C(8) C(9) 121.6(4) yes
O(3) C(9) C(8) 120.1(5) yes
O(3) C(9) C(10) 114.6(5) yes
C(8) C(9) C(10) 125.1(4) yes
C(9) C(10) C(11) 122.9(5) no
C(9) C(10) C(15) 119.9(4) no
C(11) C(10) C(15) 117.2(5) no
C(10) C(11) C(12) 121.1(5) no
C(11) C(12) C(13) 121.2(5) no
C(12) C(13) C(14) 118.1(5) no
C(12) C(13) C(17) 120.7(5) no
C(14) C(13) C(17) 121.2(5) no
C(13) C(14) C(15) 120.4(5) no
C(10) C(15) C(14) 121.9(5) no
C(13) C(17) C(18) 109.8(7) no
C(13) C(17) C(19) 108.9(7) no
C(13) C(17) C(20) 110.1(8) no
C(13) C(17) C(21) 111.1(6) no
C(13) C(17) C(22) 111.4(8) no
C(13) C(17) C(23) 108.5(7) no
C(18) C(17) C(19) 103.0(10) no
C(18) C(17) C(20) 108.0(10) no
C(19) C(17) C(20) 116.0(10) no
C(21) C(17) C(22) 111.0(10) no
C(21) C(17) C(23) 101.6(9) no
C(22) C(17) C(23) 113.0(10) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(3) 1.352(7) no
O(1) C(16) 1.400(8) no
O(2) C(7) 1.264(6) yes
O(3) C(9) 1.318(6) yes
O(3) H(23) 1.240 yes
C(1) C(2) 1.388(8) no
C(1) C(6) 1.377(7) no
C(2) C(3) 1.390(8) no
C(3) C(4) 1.378(8) no
C(4) C(5) 1.384(9) no
C(5) C(6) 1.391(8) no
C(6) C(7) 1.474(8) yes
C(7) C(8) 1.407(8) yes
C(8) C(9) 1.365(8) yes
C(9) C(10) 1.466(7) yes
O(2) H(23) 1.358 yes
C(10) C(11) 1.396(7) no
C(10) C(15) 1.397(7) no
C(11) C(12) 1.385(8) no
C(12) C(13) 1.391(7) no
C(13) C(14) 1.379(8) no
C(13) C(17) 1.525(8) no
C(14) C(15) 1.400(9) no
C(17) C(18) 1.620(10) no
C(17) C(19) 1.520(10) no
C(17) C(20) 1.440(10) no
C(17) C(21) 1.670(10) no
C(17) C(22) 1.440(10) no
C(17) C(23) 1.58(2) no
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
_geom_torsion_publ_flag
O(1) C(3) C(2) C(1) 175.8(5) no
O(1) C(3) C(4) C(5) -178.8(5) no
O(2) C(7) C(6) C(1) -152.9(5) yes
O(2) C(7) C(6) C(5) 30.4(8) yes
O(2) C(7) C(8) C(9) -0.9(8) yes
O(3) C(9) C(8) C(7) 2.4(8) yes
O(3) C(9) C(10) C(11) 172.2(5) yes
O(3) C(9) C(10) C(15) -10.4(7) yes
C(1) C(2) C(3) C(4) -4.3(8) no
C(1) C(6) C(5) C(4) -1.2(9) no
C(1) C(6) C(7) C(8) 29.7(8) yes
C(2) C(1) C(6) C(5) -1.9(8) no
C(2) C(1) C(6) C(7) -178.7(5) no
C(2) C(3) O(1) C(16) -7.1(9) no
C(2) C(3) C(4) C(5) 1.2(9) no
C(3) C(2) C(1) C(6) 4.7(8) no
C(4) C(3) O(1) C(16) 173.0(6) no
C(4) C(5) C(6) C(7) 175.6(5) no
C(5) C(6) C(7) C(8) -146.9(5) yes
C(6) C(7) C(8) C(9) 176.4(5) yes
C(7) C(8) C(9) C(10) -173.3(5) yes
C(8) C(9) C(10) C(11) -11.9(8) yes
C(8) C(9) C(10) C(15) 165.5(5) yes
C(9) C(10) C(11) C(12) 176.8(6) no
C(9) C(10) C(15) C(14) -176.0(6) no
C(10) C(11) C(12) C(13) -0.2(9) no
C(10) C(15) C(14) C(13) -1.6(9) no
C(11) C(10) C(15) C(14) 1.5(8) no
C(11) C(12) C(13) C(14) 0.2(9) no
C(11) C(12) C(13) C(17) -179.5(6) no
C(12) C(11) C(10) C(15) -0.6(8) no
C(12) C(13) C(14) C(15) 0.7(8) no
C(12) C(13) C(17) C(18) 9.0(10) no
C(12) C(13) C(17) C(19) 121.7(9) no
C(12) C(13) C(17) C(20) -110.0(10) no
C(14) C(13) C(17) C(18) -170.3(9) no
C(14) C(13) C(17) C(19) -58.0(10) no
C(14) C(13) C(17) C(20) 70.0(10) no
