#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:45:54 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180154 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/50/7105053.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_7105053
loop_
_publ_author_name
'Arbour, Jannine L'
'Rzepa, Henry S'
'White, Andrew J P'
'Hii, King Kuok Mimi'
_publ_section_title
;
 Unusual regiodivergence in metal-catalysed intramolecular cyclisation
 of gamma-allenols.
;
_journal_issue                   46
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              7125
_journal_page_last               7127
_journal_paper_doi               10.1039/b913295c
_journal_year                    2009
_chemical_formula_moiety         'C36 H36 O2'
_chemical_formula_sum            'C36 H36 O2'
_chemical_formula_weight         500.65
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 97.321(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.3771(3)
_cell_length_b                   19.8345(8)
_cell_length_c                   23.2868(12)
_cell_measurement_reflns_used    2558
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      63.0419
_cell_measurement_theta_min      1.9119
_cell_volume                     2921.5(2)
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd'
_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.2556
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_device_type  'OD Xcalibur PX Ultra'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_sigmaI/netI    0.0437
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            8043
_diffrn_reflns_theta_full        60.00
_diffrn_reflns_theta_max         63.18
_diffrn_reflns_theta_min         2.94
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.530
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.949
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET)
(compiled Jan 27 2009,14:17:37)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needles
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.160
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       0.0018(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.840
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     357
_refine_ls_number_reflns         4532
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      0.845
_refine_ls_R_factor_all          0.0859
_refine_ls_R_factor_gt           0.0483
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0799P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1162
_refine_ls_wR_factor_ref         0.1279
_reflns_number_gt                2460
_reflns_number_total             4532
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b913295c.txt
_cod_data_source_block           Compound_5
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7105053
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.9102(2) 0.37446(7) 0.42395(6) 0.0626(4) Uani 1 1 d . . .
C2 C 0.7060(3) 0.40325(11) 0.42493(9) 0.0583(5) Uani 1 1 d . . .
C3 C 0.5983(3) 0.37233(11) 0.47274(9) 0.0628(6) Uani 1 1 d . . .
H3A H 0.6735 0.3855 0.5099 0.075 Uiso 1 1 calc R . .
H3B H 0.4553 0.3896 0.4705 0.075 Uiso 1 1 calc R . .
C4 C 0.5912(3) 0.29638(11) 0.46887(10) 0.0605(6) Uani 1 1 d . . .
H4A H 0.5063 0.2830 0.4331 0.073 Uiso 1 1 calc R . .
H4B H 0.5255 0.2784 0.5009 0.073 Uiso 1 1 calc R . .
C5 C 0.8158(3) 0.26729(10) 0.47053(9) 0.0540(5) Uani 1 1 d . . .
C6 C 0.9115(3) 0.30254(11) 0.42101(9) 0.0604(6) Uani 1 1 d . . .
H6A H 1.0563 0.2874 0.4214 0.072 Uiso 1 1 calc R . .
H6B H 0.8334 0.2886 0.3844 0.072 Uiso 1 1 calc R . .
O7 O 0.5710(2) 0.38748(7) 0.37332(6) 0.0588(4) Uani 1 1 d . . .
C8 C 0.6407(3) 0.40680(11) 0.32034(8) 0.0601(6) Uani 1 1 d . . .
H8A H 0.7785 0.3874 0.3172 0.072 Uiso 1 1 calc R . .
H8B H 0.6518 0.4555 0.3183 0.072 Uiso 1 1 calc R . .
C9 C 0.4773(3) 0.38067(10) 0.27121(9) 0.0541(5) Uani 1 1 d D A .
C10 C 0.2627(3) 0.41465(10) 0.27578(10) 0.0642(6) Uani 1 1 d D . .
H10A H 0.1573 0.3955 0.2466 0.077 Uiso 0.801(13) 1 calc PR A 1
H10B H 0.2204 0.4044 0.3134 0.077 Uiso 0.801(13) 1 calc PR A 1
H10C H 0.2338 0.4117 0.3165 0.077 Uiso 0.199(13) 1 d PR A 2
H10D H 0.1517 0.3881 0.2521 0.077 Uiso 0.199(13) 1 d PR A 2
C11 C 0.2653(14) 0.4894(2) 0.2682(4) 0.0759(19) Uani 0.801(13) 1 d PDU A 1
H11A H 0.2990 0.5062 0.2333 0.091 Uiso 0.801(13) 1 calc PR A 1
C12 C 0.2243(10) 0.53206(19) 0.3066(3) 0.0871(15) Uani 0.801(13) 1 d PDU A 1
C13 C 0.1806(16) 0.5753(2) 0.3449(4) 0.145(4) Uani 0.801(13) 1 d PDU A 1
H13A H 0.1468 0.5596 0.3816 0.174 Uiso 0.801(13) 1 d PR A 1
H13B H 0.1843 0.6228 0.3372 0.174 Uiso 0.801(13) 1 d PR A 1
C11' C 0.244(7) 0.4870(10) 0.2582(15) 0.086(8) Uiso 0.199(13) 1 d PDU A 2
H11B H 0.3006 0.4999 0.2250 0.103 Uiso 0.199(13) 1 calc PR A 2
C12' C 0.157(3) 0.5322(7) 0.2861(8) 0.069(5) Uiso 0.199(13) 1 d PDU A 2
C13' C 0.045(4) 0.5726(11) 0.3160(10) 0.122(7) Uiso 0.199(13) 1 d PDU A 2
H13C H -0.0123 0.5557 0.3493 0.146 Uiso 0.199(13) 1 d PR A 2
H13D H 0.0300 0.6194 0.3059 0.146 Uiso 0.199(13) 1 d PR A 2
C14 C 0.5454(3) 0.39754(11) 0.21218(9) 0.0586(6) Uani 1 1 d . . .
C15 C 0.7175(4) 0.43721(13) 0.20478(10) 0.0730(7) Uani 1 1 d . A .
H15A H 0.7984 0.4554 0.2371 0.088 Uiso 1 1 calc R . .
C16 C 0.7723(4) 0.45057(15) 0.15075(13) 0.0918(8) Uani 1 1 d . . .
H16A H 0.8905 0.4769 0.1472 0.110 Uiso 1 1 calc R A .
C17 C 0.6556(6) 0.42563(16) 0.10250(12) 0.0970(9) Uani 1 1 d . A .
H17A H 0.6939 0.4347 0.0660 0.116 Uiso 1 1 calc R . .
C18 C 0.4814(5) 0.38714(14) 0.10804(12) 0.0932(9) Uani 1 1 d . . .
H18A H 0.3999 0.3701 0.0753 0.112 Uiso 1 1 calc R A .
C19 C 0.4263(4) 0.37354(12) 0.16266(11) 0.0761(7) Uani 1 1 d . A .
H19A H 0.3067 0.3477 0.1660 0.091 Uiso 1 1 calc R . .
C20 C 0.4622(3) 0.30432(11) 0.27806(9) 0.0593(6) Uani 1 1 d . . .
C21 C 0.2954(4) 0.27192(12) 0.29937(10) 0.0720(6) Uani 1 1 d . A .
H21A H 0.1839 0.2975 0.3098 0.086 Uiso 1 1 calc R . .
C22 C 0.2905(5) 0.20236(14) 0.30549(12) 0.0916(8) Uani 1 1 d . . .
H22A H 0.1755 0.1820 0.3193 0.110 Uiso 1 1 calc R A .
C23 C 0.4537(7) 0.16369(16) 0.29143(13) 0.1059(10) Uani 1 1 d . A .
H23A H 0.4506 0.1171 0.2958 0.127 Uiso 1 1 calc R . .
C24 C 0.6218(6) 0.19401(16) 0.27091(13) 0.0991(9) Uani 1 1 d . . .
H24A H 0.7336 0.1680 0.2613 0.119 Uiso 1 1 calc R A .
C25 C 0.6260(4) 0.26323(13) 0.26435(10) 0.0775(7) Uani 1 1 d . A .
H25A H 0.7417 0.2830 0.2504 0.093 Uiso 1 1 calc R . .
C26 C 0.7425(4) 0.47815(12) 0.43274(10) 0.0834(8) Uani 1 1 d . . .
H26A H 0.8106 0.4952 0.4013 0.125 Uiso 1 1 calc R . .
H26B H 0.8309 0.4862 0.4686 0.125 Uiso 1 1 calc R . .
H26C H 0.6094 0.5005 0.4333 0.125 Uiso 1 1 calc R . .
C27 C 0.8190(3) 0.19193(11) 0.45814(9) 0.0594(6) Uani 1 1 d . . .
C28 C 0.6412(4) 0.15408(13) 0.44087(11) 0.0772(7) Uani 1 1 d . . .
H28A H 0.5093 0.1748 0.4367 0.093 Uiso 1 1 calc R . .
C29 C 0.6547(5) 0.08584(14) 0.42950(11) 0.0917(8) Uani 1 1 d . . .
H29A H 0.5320 0.0616 0.4175 0.110 Uiso 1 1 calc R . .
C30 C 0.8452(6) 0.05362(15) 0.43557(12) 0.0964(9) Uani 1 1 d . . .
H30A H 0.8533 0.0077 0.4279 0.116 Uiso 1 1 calc R . .
C31 C 1.0222(5) 0.08971(15) 0.45300(14) 0.1099(10) Uani 1 1 d . . .
H31A H 1.1532 0.0684 0.4577 0.132 Uiso 1 1 calc R . .
C32 C 1.0095(4) 0.15798(14) 0.46387(12) 0.0920(8) Uani 1 1 d . . .
H32A H 1.1333 0.1818 0.4754 0.110 Uiso 1 1 calc R . .
C33 C 0.9410(3) 0.27974(10) 0.53021(9) 0.0544(5) Uani 1 1 d . . .
C34 C 0.8770(4) 0.24868(12) 0.57828(10) 0.0732(7) Uani 1 1 d . . .
H34A H 0.7538 0.2231 0.5739 0.088 Uiso 1 1 calc R . .
C35 C 0.9910(5) 0.25471(14) 0.63229(11) 0.0891(8) Uani 1 1 d . . .
H35A H 0.9437 0.2335 0.6639 0.107 Uiso 1 1 calc R . .
C36 C 1.1733(5) 0.29168(15) 0.63983(12) 0.0894(8) Uani 1 1 d . . .
H36A H 1.2524 0.2948 0.6761 0.107 Uiso 1 1 calc R . .
C37 C 1.2375(4) 0.32380(14) 0.59346(12) 0.0852(8) Uani 1 1 d . . .
H37A H 1.3601 0.3496 0.5982 0.102 Uiso 1 1 calc R . .
C38 C 1.1215(3) 0.31824(12) 0.53935(10) 0.0696(7) Uani 1 1 d . . .
H38A H 1.1667 0.3411 0.5083 0.084 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C6 114.34(15) . . ?
O7 C2 O1 110.76(16) . . ?
O7 C2 C3 104.54(17) . . ?
O1 C2 C3 110.56(16) . . ?
O7 C2 C26 112.68(17) . . ?
O1 C2 C26 105.58(17) . . ?
C3 C2 C26 112.84(19) . . ?
C4 C3 C2 111.97(18) . . ?
C3 C4 C5 110.59(17) . . ?
C27 C5 C33 108.17(16) . . ?
C27 C5 C4 113.46(17) . . ?
C33 C5 C4 109.75(17) . . ?
C27 C5 C6 106.71(16) . . ?
C33 C5 C6 113.31(17) . . ?
C4 C5 C6 105.51(16) . . ?
O1 C6 C5 114.34(17) . . ?
C8 O7 C2 117.00(15) . . ?
O7 C8 C9 107.41(16) . . ?
C20 C9 C14 109.85(17) . . ?
C20 C9 C8 107.61(16) . . ?
C14 C9 C8 110.59(17) . . ?
C20 C9 C10 110.99(17) . . ?
C14 C9 C10 108.83(16) . . ?
C8 C9 C10 108.97(17) . . ?
C11' C10 C9 116.1(14) . . ?
C11 C10 C9 113.8(3) . . ?
C12 C11 C10 124.5(5) . . ?
C11 C12 C13 179.2(7) . . ?
C12' C11' C10 124(2) . . ?
C11' C12' C13' 172(3) . . ?
C15 C14 C19 117.0(2) . . ?
C15 C14 C9 124.0(2) . . ?
C19 C14 C9 119.0(2) . . ?
C16 C15 C14 121.6(2) . . ?
C17 C16 C15 120.7(3) . . ?
C16 C17 C18 119.4(3) . . ?
C17 C18 C19 119.9(3) . . ?
C14 C19 C18 121.4(3) . . ?
C21 C20 C25 116.2(2) . . ?
C21 C20 C9 123.9(2) . . ?
C25 C20 C9 119.8(2) . . ?
C22 C21 C20 121.7(2) . . ?
C23 C22 C21 120.4(3) . . ?
C22 C23 C24 119.5(3) . . ?
C23 C24 C25 120.2(3) . . ?
C24 C25 C20 122.0(3) . . ?
C28 C27 C32 116.4(2) . . ?
C28 C27 C5 124.1(2) . . ?
C32 C27 C5 119.6(2) . . ?
C27 C28 C29 121.4(2) . . ?
C30 C29 C28 121.0(3) . . ?
C31 C30 C29 118.7(3) . . ?
C30 C31 C32 120.4(3) . . ?
C27 C32 C31 122.1(3) . . ?
C38 C33 C34 116.7(2) . . ?
C38 C33 C5 123.99(19) . . ?
C34 C33 C5 119.2(2) . . ?
C35 C34 C33 121.7(3) . . ?
C36 C35 C34 120.4(3) . . ?
C37 C36 C35 119.1(3) . . ?
C36 C37 C38 120.4(3) . . ?
C33 C38 C37 121.7(2) . . ?
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
O1 C2 1.425(2) . ?
O1 C6 1.428(2) . ?
C2 O7 1.421(2) . ?
C2 C3 1.510(3) . ?
C2 C26 1.511(3) . ?
C3 C4 1.509(3) . ?
C4 C5 1.540(3) . ?
C5 C27 1.523(3) . ?
C5 C33 1.532(3) . ?
C5 C6 1.540(3) . ?
O7 C8 1.416(2) . ?
C8 C9 1.536(3) . ?
C9 C20 1.527(3) . ?
C9 C14 1.531(3) . ?
C9 C10 1.541(3) . ?
C10 C11' 1.492(16) . ?
C10 C11 1.494(5) . ?
C11 C12 1.282(6) . ?
C12 C13 1.292(5) . ?
C11' C12' 1.277(14) . ?
C12' C13' 1.327(14) . ?
C14 C15 1.379(3) . ?
C14 C19 1.382(3) . ?
C15 C16 1.374(3) . ?
C16 C17 1.359(4) . ?
C17 C18 1.368(4) . ?
C18 C19 1.388(3) . ?
C20 C21 1.388(3) . ?
C20 C25 1.394(3) . ?
C21 C22 1.388(3) . ?
C22 C23 1.366(4) . ?
C23 C24 1.367(4) . ?
C24 C25 1.382(4) . ?
C27 C28 1.376(3) . ?
C27 C32 1.381(3) . ?
C28 C29 1.384(3) . ?
C29 C30 1.364(4) . ?
C30 C31 1.355(4) . ?
C31 C32 1.382(4) . ?
C33 C38 1.375(3) . ?
C33 C34 1.384(3) . ?
C34 C35 1.376(3) . ?
C35 C36 1.367(4) . ?
C36 C37 1.361(3) . ?
C37 C38 1.382(3) . ?
