#------------------------------------------------------------------------------
#$Date: 2022-10-03 17:40:12 +0300 (Mon, 03 Oct 2022) $
#$Revision: 278324 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/93/2009370.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_2009370
loop_
_publ_author_name
'Lord, M.D.'
'Winter, R.E.K.'
'Rath, N.P.'
_publ_section_title
;
 meso- and rac-2,7-diphenyl-3,5-octadiyne-2,7-diol,
 C₂₀H₁₈O₂
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              116
_journal_page_last               120
_journal_paper_doi               10.1107/S010827019300602X
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C20 H18 O2'
_chemical_formula_weight         290.3
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 103.54(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   8.548(7)
_cell_length_b                   12.546(8)
_cell_length_c                   15.809(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      10
_cell_volume                     1648(2)
_diffrn_measurement_device       'Siemens R3m/V'
_diffrn_measurement_method       2θ-θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  1.31
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            4036
_diffrn_reflns_theta_max         22.5
_diffrn_standards_decay_%        <5
_diffrn_standards_interval_count 50
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_description       Needle
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.30
_refine_diff_density_min         -0.29
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.12
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     99
_refine_ls_number_reflns         642
_refine_ls_R_factor_obs          0.069
_refine_ls_shift/esd_max         0.001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) + 0.0027F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0863
_reflns_number_observed          642
_reflns_number_total             2159
_reflns_observed_criterion       F>4.0\s(F)
_cod_data_source_file            cr1054.cif
_cod_data_source_block           structure_2_of_2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F) + 0.0027F^2^]'
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) +
0.0027F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2009370
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x+1/2,-y+1/2,z+1/2
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(11) -.4131(8) -.3593(5) -.0093(4) .052(3)
O(12) -.0076(8) .0288(5) .3746(3) .049(3)
C(1) -.4535(13) -.2494(8) -.0218(6) .038(3)
C(2) -.4253(13) -.2153(7) -.11063(6) .064(4)
C(3) -.6273(12) -.2292(8) -.0201(6) .039(3)
C(4) -.3448(13) -.1895(8) .0487(6) .046(3)
C(5) -.2586(14) -.1407(8) .1063(7) .050(3)
C(6) -.1575(14) -.0818(9) .1722(7) .055(3)
C(7) -.0743(13) -.0303(8) .2267(7) .050(3)
C(8) .0246(14) .0452(8) .2900(7) .045(3)
C(9) -.0353(13) .1574(8) .2670(6) .070(4)
C(10) .1990(14) .0317(9) .2922(7) .054(3)
C(11) .3084(19) .1002(11) .3449(9) .112(5)
C(12) .473(2) .0917(11) .3491(9) .121(6)
C(13) .5328(17) .0189(9) .3008(8) .081(4)
C(14) .4267(15) -.0438(9) .2495(8) .076(4)
C(15) .2635(15) -.0397(9) .2452(7) .064(4)
C(16) -.6750(16) -.1325(9) .0097(7) .074(4)
C(17) -.8349(16) -.1126(10) .0091(7) .086(4)
C(18) -.9473(16) -.1882(9) -.0197(7) .071(4)
C(19) -.9063(15) -.2809(10) -.0488(7) .075(4)
C(20) -.7450(13) -.3035(9) -.0496(6) .059(4)
H(11A) -.4576 -.3924 -.0551 ?
H(12A) .0355 -.0299 .3946 ?
H(2A) -.3150 -.2289 -.1110 ?
H(2B) -.4943 -.255 -.1562 ?
H(2C) -.4477 -.1407 -.1198 ?
H(9A) -.1479 .1608 .2660 ?
H(9B) .0225 .2072 .3089 ?
H(9C) -.0196 .1749 .2104 ?
H(11B) .2692 .1541 .3778 ?
H(12B) .5459 .1388 .3871 ?
H(13B) .6460 .0136 .3039 ?
H(14A) .4646 -.0955 .2142 ?
H(15A) .1917 -.0871 .2070 ?
H(16A) -.5942 -.0799 .0319 ?
H(17A) -.8665 -.0452 .0286 ?
H(18A) -1.0574 -.1750 -.0185 ?
H(19A) -.9881 -.3333 -.0698 ?
H(20A) -.7159 -.3704 -.0711 ?
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
O(11) C(1) C(2) 108.1(8) yes
C(2) C(1) C(3) 109.5(8) yes
C(2) C(1) C(4) 109.9(9) yes
C(1) C(3) C(16) 121.2(9) yes
C(16) C(3) C(20) 117.2(10) yes
C(4) C(5) C(6) 178.6(13) yes
C(6) C(7) C(8) 173.8(11) yes
O(12) C(8) C(9) 103.3(8) yes
O(12) C(8) C(10) 111.6(8) yes
C(9) C(8) C(10) 113.0(9) yes
C(8) C(10) C(15) 126.4(10) yes
C(10) C(11) C(12) 120.6(13) yes
C(12) C(13) C(14) 116.6(14) yes
C(10) C(15) C(14) 122.1(10) yes
C(16) C(17) C(18) 119.9(12) yes
C(18) C(19) C(20) 121.1(11) yes
O(11) C(1) C(3) 111.6(8) yes
O(11) C(1) C(4) 107.4(7) yes
C(3) C(1) C(4) 110.3(9) yes
C(1) C(3) C(20) 121.7(9) yes
C(1) C(4) C(5) 179.1(14) yes
C(5) C(6) C(7) 178.5(11) yes
O(12) C(8) C(7) 109.3(9) yes
C(7) C(8) C(9) 108.8(8) yes
C(7) C(8) C(10) 110.5(9) yes
C(8) C(10) C(11) 118.1(11) yes
C(11) C(10) C(15) 115.6(12) yes
C(11) C(12) C(13) 121.9(13) yes
C(13) C(14) C(15) 123.2(12) yes
C(3) C(16) C(17) 121.2(11) yes
C(17) C(18) C(19) 120.5(13) yes
C(3) C(20) C(19) 120.1(10) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(11) C(1) 1.423(12) yes
C(1) C(2) 1.540(15) yes
C(1) C(4) 1.478(13) yes
C(3) C(20) 1.371(14) yes
C(5) C(6) 1.399(15) yes
C(7) C(8) 1.489(14) yes
C(8) C(10) 1.493(17) yes
C(10) C(15) 1.360(17) yes
C(12) C(13) 1.36(2) yes
C(14) C(15) 1.381(19) yes
C(17) C(18) 1.351(17) yes
C(19) C(20) 1.411(17) yes
O(12) C(8) 1.442(13) yes
C(1) C(3) 1.513(15) yes
C(3) C(16) 1.397(16) yes
C(4) C(5) 1.197(14) yes
C(6) C(7) 1.175(14) yes
C(8) C(9) 1.512(14) yes
C(10) C(11) 1.393(17) yes
C(11) C(12) 1.40(2) yes
C(13) C(14) 1.324(16) yes
C(16) C(17) 1.39(2) yes
C(18) C(19) 1.328(17) yes
