#------------------------------------------------------------------------------
#$Date: 2016-03-26 13:01:32 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180219 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/05/7110503.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_7110503
loop_
_publ_author_name
'Forier, Bart'
'Toppet, Suzanne'
'Meervelt, Luc Van'
'Dehaen, Wim'
_publ_section_title
;
 Formation and structure of unusual [2 + 1] adducts of citronellal and
 oligo(hydroxy)benzenes
;
_journal_issue                   12
_journal_name_full               'Chemical Communications'
_journal_page_first              1117
_journal_paper_doi               10.1039/a901553a
_journal_year                    1999
_chemical_formula_sum            'C26 H38 O2'
_chemical_formula_weight         382.56
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 108.410(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.555(2)
_cell_length_b                   10.668(2)
_cell_length_c                   12.427(2)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    289(2)
_cell_measurement_theta_max      21.040
_cell_measurement_theta_min      15.005
_cell_volume                     1076.1(4)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens XSCANS'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  PLATON-98
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      289(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0161
_diffrn_reflns_av_sigmaI/netI    0.0270
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       1
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2562
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.56
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.9822
_exptl_absorpt_correction_T_min  0.9683
_exptl_crystal_colour            transparent
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.149
_refine_diff_density_min         -0.157
_refine_diff_density_rms         0.031
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     140
_refine_ls_number_reflns         1893
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0393
_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)+(0.0412P)²+0.2804P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1026
_refine_ls_wR_factor_ref         0.1084
_reflns_number_gt                1598
_reflns_number_total             1893
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            901553asup1.cif
_cod_data_source_block           wim6
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7110503
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
O1 O 0.18989(11) 0.57903(9) -0.00657(8) 0.0404(3) Uani 1 1 d .
C2 C 0.09012(16) 0.66003(13) -0.09742(11) 0.0334(3) Uani 1 1 d .
C3 C 0.20266(16) 0.74195(13) -0.14160(11) 0.0347(3) Uani 1 1 d .
H3A H 0.2734(7) 0.7960(6) -0.0783(7) 0.042 Uiso 1 1 calc R
H3B H 0.1342(7) 0.7987(6) -0.2036(6) 0.042 Uiso 1 1 calc R
C4 C 0.31197(16) 0.65848(13) -0.18783(11) 0.0342(3) Uani 1 1 d .
H4 H 0.3888(12) 0.7124(8) -0.2133(4) 0.041 Uiso 1 1 calc R
C5 C 0.41104(16) 0.57601(12) -0.09155(11) 0.0322(3) Uani 1 1 d .
C6 C 0.34440(15) 0.54269(12) -0.00648(11) 0.0326(3) Uani 1 1 d .
C7 C -0.01746(17) 0.73356(15) -0.04003(12) 0.0419(4) Uani 1 1 d .
H7 H -0.0832(11) 0.6707(11) -0.0135(5) 0.050 Uiso 1 1 calc R
C8 C -0.1397(2) 0.82131(18) -0.12135(15) 0.0622(5) Uani 1 1 d .
H8A H -0.2021(13) 0.8666(11) -0.0805(5) 0.093 Uiso 1 1 calc R
H8B H -0.2148(14) 0.7726(6) -0.1821(9) 0.093 Uiso 1 1 calc R
H8C H -0.0803(7) 0.8808(10) -0.1533(9) 0.093 Uiso 1 1 calc R
C9 C 0.0844(2) 0.8058(2) 0.06403(16) 0.0688(6) Uani 1 1 d .
H9A H 0.1419(16) 0.8766(11) 0.0400(3) 0.103 Uiso 1 1 calc R
H9B H 0.1675(15) 0.7487(8) 0.1151(9) 0.103 Uiso 1 1 calc R
H9C H 0.0106(9) 0.8395(12) 0.1052(8) 0.103 Uiso 1 1 calc R
C10 C -0.01501(17) 0.57573(13) -0.19245(12) 0.0406(4) Uani 1 1 d .
H10A H -0.0947(9) 0.6286(6) -0.2497(7) 0.049 Uiso 1 1 calc R
H10B H -0.0789(8) 0.5174(7) -0.1604(4) 0.049 Uiso 1 1 calc R
C11 C 0.08571(18) 0.49924(14) -0.25141(12) 0.0423(4) Uani 1 1 d .
H11A H 0.0110(9) 0.4576(5) -0.3173(8) 0.051 Uiso 1 1 calc R
H11B H 0.1468(7) 0.4348(8) -0.1997(6) 0.051 Uiso 1 1 calc R
C12 C 0.20670(18) 0.58021(14) -0.28930(11) 0.0395(4) Uani 1 1 d .
H12 H 0.2810(13) 0.5236(10) -0.3115(4) 0.047 Uiso 1 1 calc R
C13 C 0.1206(2) 0.66231(17) -0.39224(12) 0.0534(4) Uani 1 1 d .
H13A H 0.0703(14) 0.6087(6) -0.4584(8) 0.080 Uiso 1 1 calc R
H13B H 0.2016(9) 0.7182(10) -0.4084(6) 0.080 Uiso 1 1 calc R
H13C H 0.0346(13) 0.7126(10) -0.3759(4) 0.080 Uiso 1 1 calc R
C14 C 0.56682(16) 0.53207(13) -0.08365(11) 0.0343(3) Uani 1 1 d .
H14 H 0.6152(8) 0.5542(4) -0.1427(10) 0.041 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 0.0033 0.0016 '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 0.0106 0.0060 '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
C6 O1 C2 119.51(10) . .
O1 C2 C3 109.60(10) . .
O1 C2 C10 107.81(11) . .
C3 C2 C10 110.06(11) . .
O1 C2 C7 103.36(10) . .
C3 C2 C7 114.27(12) . .
C10 C2 C7 111.35(11) . .
C2 C3 C4 109.39(11) . .
C2 C3 H3A 109.8 . .
C4 C3 H3A 109.8 . .
C2 C3 H3B 109.8 . .
C4 C3 H3B 109.8 . .
H3A C3 H3B 108.2 . .
C5 C4 C3 107.36(11) . .
C5 C4 C12 111.64(11) . .
C3 C4 C12 110.72(11) . .
C5 C4 H4 109.0 . .
C3 C4 H4 109.0 . .
C12 C4 H4 109.0 . .
C14 C5 C6 118.26(12) . .
C14 C5 C4 122.62(12) . .
C6 C5 C4 119.12(11) . .
O1 C6 C14 116.26(12) . 3_665
O1 C6 C5 123.30(11) . .
C14 C6 C5 120.43(12) 3_665 .
C9 C7 C8 109.96(14) . .
C9 C7 C2 112.64(12) . .
C8 C7 C2 112.95(12) . .
C9 C7 H7 107.0 . .
C8 C7 H7 107.0 . .
C2 C7 H7 107.0 . .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C7 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C7 C9 H9A 109.5 . .
C7 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C7 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C2 C10 C11 113.59(11) . .
C2 C10 H10A 108.8 . .
C11 C10 H10A 108.8 . .
C2 C10 H10B 108.8 . .
C11 C10 H10B 108.8 . .
H10A C10 H10B 107.7 . .
C10 C11 C12 112.55(12) . .
C10 C11 H11A 109.1 . .
C12 C11 H11A 109.1 . .
C10 C11 H11B 109.1 . .
C12 C11 H11B 109.1 . .
H11A C11 H11B 107.8 . .
C11 C12 C13 112.66(12) . .
C11 C12 C4 109.30(11) . .
C13 C12 C4 112.05(12) . .
C11 C12 H12 107.5 . .
C13 C12 H12 107.5 . .
C4 C12 H12 107.5 . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C5 C14 C6 121.31(12) . 3_665
C5 C14 H14 119.3 . .
C6 C14 H14 119.3 3_665 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C6 1.3772(16) .
O1 C2 1.4632(15) .
C2 C3 1.5251(18) .
C2 C10 1.5301(19) .
C2 C7 1.5446(19) .
C3 C4 1.5287(19) .
C3 H3A 1.0087 .
C3 H3B 1.0087 .
C4 C5 1.5110(17) .
C4 C12 1.5431(19) .
C4 H4 0.9968 .
C5 C14 1.3866(19) .
C5 C6 1.3963(19) .
C6 C14 1.3894(18) 3_665
C7 C9 1.521(2) .
C7 C8 1.524(2) .
C7 H7 0.9959 .
C8 H8A 0.9727 .
C8 H8B 0.9728 .
C8 H8C 0.9727 .
C9 H9A 0.9974 .
C9 H9B 0.9974 .
C9 H9C 0.9974 .
C10 C11 1.531(2) .
C10 H10A 0.9911 .
C10 H10B 0.9911 .
C11 C12 1.532(2) .
C11 H11A 0.9724 .
C11 H11B 0.9724 .
C12 C13 1.533(2) .
C12 H12 0.9770 .
C13 H13A 0.9822 .
C13 H13B 0.9822 .
C13 H13C 0.9822 .
C14 C6 1.3894(18) 3_665
C14 H14 0.9787 .
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_site_symmetry_4
C6 O1 C2 C3 -28.79(16) .
C6 O1 C2 C10 91.01(13) .
C6 O1 C2 C7 -151.00(12) .
O1 C2 C3 C4 60.14(13) .
C10 C2 C3 C4 -58.27(13) .
C7 C2 C3 C4 175.58(10) .
C2 C3 C4 C5 -59.44(13) .
C2 C3 C4 C12 62.65(13) .
C3 C4 C5 C14 -150.23(13) .
C12 C4 C5 C14 88.25(15) .
C3 C4 C5 C6 29.47(16) .
C12 C4 C5 C6 -92.05(15) .
C2 O1 C6 C14 178.74(11) 3_665
C2 O1 C6 C5 -2.08(19) .
C14 C5 C6 O1 -178.84(12) .
C4 C5 C6 O1 1.4(2) .
C14 C5 C6 C14 0.3(2) 3_665
C4 C5 C6 C14 -179.41(12) 3_665
O1 C2 C7 C9 57.41(16) .
C3 C2 C7 C9 -61.62(17) .
C10 C2 C7 C9 172.91(13) .
O1 C2 C7 C8 -177.26(13) .
C3 C2 C7 C8 63.71(16) .
C10 C2 C7 C8 -61.76(17) .
O1 C2 C10 C11 -66.56(14) .
C3 C2 C10 C11 52.94(15) .
C7 C2 C10 C11 -179.27(12) .
C2 C10 C11 C12 -50.61(16) .
C10 C11 C12 C13 -73.11(16) .
C10 C11 C12 C4 52.15(15) .
C5 C4 C12 C11 60.72(14) .
C3 C4 C12 C11 -58.83(14) .
C5 C4 C12 C13 -173.67(12) .
C3 C4 C12 C13 66.78(15) .
C6 C5 C14 C6 -0.3(2) 3_665
C4 C5 C14 C6 179.40(12) 3_665
