#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/34/7213430.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7213430
loop_
_publ_author_name
'Kennedy, Alan R.'
'Kerr, William J.'
'Lindsay, David M.'
'Scott, James S.'
'Watson, Stephen P.'
_publ_contact_author
;
Alan Kennedy
Dept. of P & A Chemistry
University of Strathclyde
295 Cathedral Street
Glasgow 
G1 1XL
Scotland
;
_publ_section_title
;
 Stereochemical and mechanistic features of asymmetric Pauson--Khand
 processes
;
_journal_issue                   24
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              4366
_journal_paper_doi               10.1039/b006523o
_journal_year                    2000
_chemical_compound_source        'ether/ pet. ether solution'
_chemical_formula_moiety         'C17 H18 O2 '
_chemical_formula_sum            'C17 H18 O2'
_chemical_formula_weight         254.33
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_date             'Wed May 21 03:32:24 2000'
_audit_creation_method           'from TEXRAY.INF file'
_audit_update_record             28/7/2000
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.538(2)
_cell_length_b                   16.348(4)
_cell_length_c                   8.395(2)
_cell_measurement_reflns_used    19
_cell_measurement_temperature    123
_cell_measurement_theta_max      11.1
_cell_measurement_theta_min      8.5
_cell_volume                     1309.0(5)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        teXsan
_computing_publication_material  teXsan
_computing_structure_refinement  teXsan
_computing_structure_solution    SIR
_diffrn_ambient_temperature      123
_diffrn_measurement_device       'Rigaku AFC7S'
_diffrn_measurement_method       ω/2θ
_diffrn_orient_matrix_UB_11      -0.03371
_diffrn_orient_matrix_UB_12      0.05323
_diffrn_orient_matrix_UB_13      -0.04446
_diffrn_orient_matrix_UB_21      0.05667
_diffrn_orient_matrix_UB_22      0.03011
_diffrn_orient_matrix_UB_23      0.08130
_diffrn_orient_matrix_UB_31      0.08152
_diffrn_orient_matrix_UB_32      0.00111
_diffrn_orient_matrix_UB_33      -0.07485
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3925
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.50
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      ?
_exptl_crystal_description       cut
_exptl_crystal_F_000             544.00
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.22
_refine_ls_abs_structure_details
;
Analysis of anomalous diffraction was inconclusive. Absolute
configuration was based on the known geometry at C(1).
;
_refine_ls_extinction_coef       '9.3(27) x 10^-7^'
_refine_ls_extinction_method     Zachariasen_type_2_Gaussian_isotropic
_refine_ls_goodness_of_fit_obs   1.525
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     245
_refine_ls_number_reflns         2550
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_obs          0.0363
_refine_ls_shift/esd_max         0.0050
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/σ²(F)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0448
_refine_ls_wR_factor_obs         0.0429
_reflns_number_observed          2550
_reflns_number_total             3008
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            b006523osup1.cif
_cod_data_source_block           J_Scott_Kerr5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/\s^2^(F)' 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)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1308.9(4)
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_original_formula_sum        'C17 H18 O2 '
_cod_database_code               7213430
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'1/2-x,   -y,1/2+z'
'1/2+x,1/2-y,   -z'
'   -x,1/2+y,1/2-z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
O(1) -0.0927(1) 0.00781(8) 0.8895(2) 0.0296 Uani
O(2) -0.2158(1) 0.11694(8) 0.4391(2) 0.0287 Uani
C(1) -0.1740(2) 0.05157(10) 0.7746(2) 0.0209 Uani
C(2) -0.2849(2) 0.10494(9) 0.8542(2) 0.0190 Uani
C(3) -0.2624(2) 0.1357(1) 1.0072(2) 0.0243 Uani
C(4) -0.3640(2) 0.1822(1) 1.0823(2) 0.0290 Uani
C(5) -0.4896(2) 0.1994(1) 1.0064(2) 0.0272 Uani
C(6) -0.5133(2) 0.1692(1) 0.8545(2) 0.0242 Uani
C(7) -0.4116(2) 0.1219(1) 0.7796(2) 0.0225 Uani
C(8) -0.0727(2) 0.09921(10) 0.6734(2) 0.0197 Uani
C(9) 0.0597(2) 0.1198(1) 0.7083(2) 0.0218 Uani
C(10) -0.1035(2) 0.12408(10) 0.5082(2) 0.0205 Uani
C(11) 0.0293(2) 0.1584(1) 0.4347(2) 0.0210 Uani
C(12) 0.0918(2) 0.1004(1) 0.3076(2) 0.0244 Uani
C(13) 0.2174(2) 0.1444(1) 0.2321(2) 0.0296 Uani
C(14) 0.3290(2) 0.1447(1) 0.3669(2) 0.0269 Uani
C(15) 0.2543(2) 0.0988(1) 0.5033(2) 0.0226 Uani
C(16) 0.1390(2) 0.1563(1) 0.5709(2) 0.0218 Uani
C(17) 0.1669(2) 0.0362(1) 0.4110(2) 0.0234 Uani
H(1) -0.144(3) -0.031(2) 0.925(3) 0.057(8) Uiso
H(2) -0.227(2) 0.010(1) 0.703(2) 0.016(4) Uiso
H(3) -0.178(2) 0.123(1) 1.056(2) 0.029(5) Uiso
H(4) -0.350(2) 0.202(1) 1.190(3) 0.033(5) Uiso
H(5) -0.559(2) 0.229(1) 1.059(2) 0.021(5) Uiso
H(6) -0.597(2) 0.181(1) 0.799(2) 0.029(5) Uiso
H(7) -0.430(2) 0.100(1) 0.676(3) 0.027(5) Uiso
H(8) 0.103(2) 0.109(1) 0.808(2) 0.021(5) Uiso
H(9) 0.182(2) 0.212(1) 0.596(2) 0.027(5) Uiso
H(10) 0.009(2) 0.211(1) 0.384(2) 0.023(5) Uiso
H(11) 0.023(2) 0.077(1) 0.232(3) 0.033(6) Uiso
H(12) 0.252(2) 0.114(1) 0.144(2) 0.027(5) Uiso
H(13) 0.188(3) 0.199(1) 0.193(3) 0.047(6) Uiso
H(14) 0.415(2) 0.114(1) 0.337(2) 0.022(5) Uiso
H(15) 0.356(3) 0.199(2) 0.403(3) 0.046(7) Uiso
H(16) 0.321(2) 0.075(1) 0.589(2) 0.023(5) Uiso
H(17) 0.225(2) 0.001(1) 0.344(2) 0.021(5) Uiso
H(18) 0.104(2) 0.003(1) 0.473(3) 0.033(6) Uiso
loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0 68 0.003 0.002 'International Tables'
H 0 72 0.000 0.000 'International Tables'
O 0 8 0.011 0.006 'International Tables'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
0 8 0
-2 7 -2
-3 2 -3
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(1) C(1) C(2) 111.5(1) yes
O(1) C(1) C(8) 107.0(1) yes
C(2) C(1) C(8) 113.4(1) yes
C(1) C(2) C(3) 120.2(1) yes
C(1) C(2) C(7) 121.3(1) yes
C(3) C(2) C(7) 118.5(2) yes
C(2) C(3) C(4) 120.6(2) yes
C(3) C(4) C(5) 120.5(2) yes
C(4) C(5) C(6) 119.5(2) yes
C(5) C(6) C(7) 120.0(2) yes
C(2) C(7) C(6) 120.9(2) yes
C(1) C(8) C(9) 127.8(2) yes
C(1) C(8) C(10) 123.1(1) yes
C(9) C(8) C(10) 108.9(1) yes
C(8) C(9) C(16) 114.0(1) yes
O(2) C(10) C(8) 126.4(2) yes
O(2) C(10) C(11) 125.0(2) yes
C(8) C(10) C(11) 108.5(1) yes
C(10) C(11) C(12) 112.1(1) yes
C(10) C(11) C(16) 104.8(1) yes
C(12) C(11) C(16) 103.6(1) yes
C(11) C(12) C(13) 107.4(1) yes
C(11) C(12) C(17) 102.0(1) yes
C(13) C(12) C(17) 100.9(1) yes
C(12) C(13) C(14) 103.6(1) yes
C(13) C(14) C(15) 102.8(1) yes
C(14) C(15) C(16) 107.7(1) yes
C(14) C(15) C(17) 101.6(1) yes
C(16) C(15) C(17) 101.8(1) yes
C(9) C(16) C(11) 103.6(1) yes
C(9) C(16) C(15) 113.3(1) yes
C(11) C(16) C(15) 102.8(1) yes
C(12) C(17) C(15) 94.8(1) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(1) 1.429(2) yes
O(1) H(1) 0.85(3) no
O(2) C(10) 1.223(2) yes
C(1) C(2) 1.526(2) yes
C(1) C(8) 1.504(2) yes
C(1) H(2) 1.04(2) no
C(2) C(3) 1.396(2) yes
C(2) C(7) 1.389(2) yes
C(3) C(4) 1.384(3) yes
C(3) H(3) 0.93(2) no
C(4) C(5) 1.385(3) yes
C(4) H(4) 0.97(2) no
C(5) C(6) 1.386(3) yes
C(5) H(5) 0.93(2) no
C(6) C(7) 1.390(2) yes
C(6) H(6) 0.94(2) no
C(7) H(7) 0.96(2) no
C(8) C(9) 1.339(2) yes
C(8) C(10) 1.475(2) yes
C(9) C(16) 1.503(2) yes
C(9) H(8) 0.95(2) no
C(10) C(11) 1.516(2) yes
C(11) C(12) 1.548(2) yes
C(11) C(16) 1.550(2) yes
C(11) H(10) 0.98(2) no
C(12) C(13) 1.534(3) yes
C(12) C(17) 1.539(3) yes
C(12) H(11) 0.99(2) no
C(13) C(14) 1.554(3) yes
C(13) H(12) 0.95(2) no
C(13) H(13) 1.00(2) no
C(14) C(15) 1.544(2) yes
C(14) H(14) 0.99(2) no
C(14) H(15) 0.97(2) no
C(15) C(16) 1.554(2) yes
C(15) C(17) 1.530(3) yes
C(15) H(16) 1.03(2) no
C(16) H(9) 1.01(2) no
C(17) H(17) 0.98(2) no
C(17) H(18) 0.97(2) no
