#------------------------------------------------------------------------------
#$Date: 2013-08-29 18:37:19 +0300 (Thu, 29 Aug 2013) $
#$Revision: 88064 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/05/2010544.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_2010544
loop_
_publ_author_name
'K\"orner, Ferdinand'
'Sch\"urmann, Markus'
'Preut, Hans'
'Kreiser, Wolfgang'
_publ_section_title
({-})-(1R,2S,2'R,5R)-2-(1-Hydroxyprop-2-yl)-5-methylcyclohexanol
_journal_issue 1
_journal_name_full 'Acta Crystallographica Section C'
_journal_page_first 74
_journal_page_last 75
_journal_volume 56
_journal_year 2000
_chemical_formula_sum 'C10 H20 O2'
_chemical_formula_weight 172.26
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 1'
_cell_angle_alpha 90.00
_cell_angle_beta 106.783(3)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 8.5710(7)
_cell_length_b 6.4665(3)
_cell_length_c 9.8502(8)
_cell_measurement_reflns_used 6694
_cell_measurement_temperature 291.0(10)
_cell_measurement_theta_max 25.76
_cell_measurement_theta_min 3.73
_cell_volume 522.69(7)
_computing_cell_refinement
'DENZO and SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection 'KappaCCD Software (Nonius, 1997)'
_computing_data_reduction 'DENZO and SCALEPACK'
_computing_molecular_graphics 'SHELXTL-Plus (Sheldrick, 1991)'
_computing_publication_material
'SHELXL97 (Sheldrick, 1997) and PARST95 (Nardelli, 1995)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature 291.0(10)
_diffrn_detector_area_resol_mean '19 vertical, 18 horizontal'
_diffrn_measured_fraction_theta_full .975
_diffrn_measured_fraction_theta_max .975
_diffrn_measurement_device_type 'Nonius KappaCCD'
_diffrn_measurement_method
'360 frames via \w rotation (\D\w = 1\%) and 2 \\times 60 s per frame'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength .71069
_diffrn_reflns_av_R_equivalents .0270
_diffrn_reflns_av_sigmaI/netI .0540
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 7
_diffrn_reflns_limit_k_min -7
_diffrn_reflns_limit_l_max 11
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_number 6694
_diffrn_reflns_theta_full 25.76
_diffrn_reflns_theta_max 25.76
_diffrn_reflns_theta_min 3.73
_exptl_absorpt_coefficient_mu .074
_exptl_absorpt_correction_type none
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.094
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description needle
_exptl_crystal_F_000 192
_exptl_crystal_size_max .30
_exptl_crystal_size_mid .08
_exptl_crystal_size_min .05
_refine_diff_density_max .214
_refine_diff_density_min -.278
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref .721
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 112
_refine_ls_number_reflns 1935
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all .721
_refine_ls_R_factor_all .085
_refine_ls_R_factor_gt .050
_refine_ls_shift/su_max <0.001
_refine_ls_shift/su_mean .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w = 1/[\s^2^(Fo^2^)+(0.1903P)^2^] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_ref .187
_reflns_number_gt 1299
_reflns_number_total 1935
_reflns_threshold_expression I>2\s(I)
_[local]_cod_data_source_file na1422.cif
_[local]_cod_data_source_block I
_[local]_cod_cif_authors_sg_H-M 'P 21'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_hbond_publ_flag' value 'Yes' changed to 'yes' 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_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_database_code 2010544
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
O1 .4074(3) .3324(3) .3519(2) .0543(6) Uani d . 1 . . O
H1 .4705 .2855 .3109 .081 Uiso calc R 1 . . H
O1' .4684(3) -.2647(3) .3710(2) .0656(7) Uani d . 1 . . O
H1' .5005 -.2225 .4529 .098 Uiso calc R 1 . . H
C1 .2435(3) .2921(4) .2697(3) .0454(7) Uani d . 1 . . C
H1A .2243 .3616 .1779 .068 Uiso calc R 1 . . H
C1' .4996(4) -.1111(5) .2767(4) .0597(9) Uani d . 1 . . C
H1'1 .5703 -.1684 .2252 .090 Uiso calc R 1 . . H
H1'2 .5546 .0064 .3312 .090 Uiso calc R 1 . . H
C2 .2228(4) .0607(4) .2436(3) .0446(7) Uani d . 1 . . C
H2 .2413 -.0048 .3366 .067 Uiso calc R 1 . . H
C2' .3418(4) -.0407(5) .1731(3) .0500(8) Uani d . 1 . . C
H2' .2876 -.1654 .1255 .075 Uiso calc R 1 . . H
C3 .0450(4) .0174(6) .1605(3) .0617(9) Uani d . 1 . . C
H3A .0236 .0764 .0664 .093 Uiso calc R 1 . . H
H3B .0293 -.1309 .1500 .093 Uiso calc R 1 . . H
C3' .3798(5) .0934(6) .0582(4) .0664(10) Uani d . 1 . . C
H3'1 .4429 .2112 .1014 .100 Uiso calc R 1 . . H
H3'2 .2798 .1392 -.0075 .100 Uiso calc R 1 . . H
H3'3 .4406 .0136 .0087 .100 Uiso calc R 1 . . H
C4 -.0773(4) .1048(6) .2308(4) .0667(10) Uani d . 1 . . C
H4A -.0659 .0332 .3197 .100 Uiso calc R 1 . . H
H4B -.1869 .0804 .1699 .100 Uiso calc R 1 . . H
C5 -.0532(4) .3351(6) .2591(4) .0596(9) Uani d . 1 . . C
H5 -.0749 .4054 .1674 .089 Uiso calc R 1 . . H
C5A -.1721(5) .4205(9) .3350(5) .0889(14) Uani d . 1 . . C
H5A1 -.1553 .3510 .4242 .133 Uiso calc R 1 . . H
H5A2 -.2819 .3980 .2772 .133 Uiso calc R 1 . . H
H5A3 -.1536 .5660 .3511 .133 Uiso calc R 1 . . H
C6 .1249(4) .3767(5) .3423(3) .0541(8) Uani d . 1 . . C
H6A .1413 .5247 .3548 .081 Uiso calc R 1 . . H
H6B .1471 .3147 .4356 .081 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 .0465(12) .0449(12) .0684(14) -.0030(9) .0116(10) -.0059(10)
O1' .0796(17) .0377(11) .0688(15) -.0050(10) .0044(13) .0012(10)
C1 .0427(16) .0411(15) .0492(16) -.0009(13) .0085(14) .0008(12)
C1' .059(2) .0380(16) .080(2) -.0011(14) .0175(17) -.0044(15)
C2 .0456(17) .0377(16) .0484(16) -.0061(13) .0105(14) .0017(13)
C2' .0527(18) .0388(15) .0571(18) -.0041(12) .0138(15) -.0077(13)
C3 .057(2) .059(2) .066(2) -.0104(16) .0123(17) -.0158(17)
C3' .075(2) .065(2) .064(2) -.0004(17) .0262(19) -.0015(16)
C4 .045(2) .074(2) .079(2) -.0092(16) .0149(18) -.0065(19)
C5 .0513(19) .068(2) .0591(19) .0098(17) .0146(15) .0016(16)
C5A .064(3) .113(4) .096(3) .017(2) .033(2) -.014(3)
C6 .0576(19) .0455(16) .0579(18) .0031(14) .0145(15) -.0043(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . 1.429(4) ?
O1 H1 . .8200 ?
O1' C1' . 1.437(4) ?
O1' H1' . .8200 ?
C1 C6 . 1.505(4) ?
C1 C2 . 1.520(4) ?
C1 H1A . .9800 ?
C1' C2' . 1.510(5) ?
C1' H1'1 . .9700 ?
C1' H1'2 . .9700 ?
C2 C2' . 1.536(4) ?
C2 C3 . 1.533(4) ?
C2 H2 . .9800 ?
C2' C3' . 1.534(4) ?
C2' H2' . .9800 ?
C3 C4 . 1.522(5) ?
C3 H3A . .9700 ?
C3 H3B . .9700 ?
C3' H3'1 . .9600 ?
C3' H3'2 . .9600 ?
C3' H3'3 . .9600 ?
C4 C5 . 1.518(6) ?
C4 H4A . .9700 ?
C4 H4B . .9700 ?
C5 C5A . 1.530(5) ?
C5 C6 . 1.534(4) ?
C5 H5 . .9800 ?
C5A H5A1 . .9600 ?
C5A H5A2 . .9600 ?
C5A H5A3 . .9600 ?
C6 H6A . .9700 ?
C6 H6B . .9700 ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .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
C1 O1 H1 109.5
C1' O1' H1' 109.5
O1 C1 C6 110.7(2)
O1 C1 C2 108.8(2)
C6 C1 C2 112.1(3)
O1 C1 H1A 108.4
C6 C1 H1A 108.4
C2 C1 H1A 108.4
O1' C1' C2' 110.4(3)
O1' C1' H1'1 109.6
C2' C1' H1'1 109.6
O1' C1' H1'2 109.6
C2' C1' H1'2 109.6
H1'1 C1' H1'2 108.1
C1 C2 C2' 115.9(3)
C1 C2 C3 108.7(3)
C2' C2 C3 111.6(2)
C1 C2 H2 106.7
C2' C2 H2 106.7
C3 C2 H2 106.7
C1' C2' C3' 109.2(3)
C1' C2' C2 113.9(2)
C3' C2' C2 113.7(3)
C1' C2' H2' 106.5
C3' C2' H2' 106.5
C2 C2' H2' 106.5
C4 C3 C2 113.5(3)
C4 C3 H3A 108.9
C2 C3 H3A 108.9
C4 C3 H3B 108.9
C2 C3 H3B 108.9
H3A C3 H3B 107.7
C2' C3' H3'1 109.5
C2' C3' H3'2 109.5
H3'1 C3' H3'2 109.5
C2' C3' H3'3 109.5
H3'1 C3' H3'3 109.5
H3'2 C3' H3'3 109.5
C3 C4 C5 111.9(3)
C3 C4 H4A 109.2
C5 C4 H4A 109.2
C3 C4 H4B 109.2
C5 C4 H4B 109.2
H4A C4 H4B 107.9
C5A C5 C6 112.1(3)
C5A C5 C4 111.7(4)
C6 C5 C4 109.4(3)
C5A C5 H5 107.8
C6 C5 H5 107.8
C4 C5 H5 107.8
C5 C5A H5A1 109.5
C5 C5A H5A2 109.5
H5A1 C5A H5A2 109.5
C5 C5A H5A3 109.5
H5A1 C5A H5A3 109.5
H5A2 C5A H5A3 109.5
C1 C6 C5 112.8(2)
C1 C6 H6A 109.0
C5 C6 H6A 109.0
C1 C6 H6B 109.0
C5 C6 H6B 109.0
H6A C6 H6B 107.8
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1' H1' O1 2_646 .82 1.89 2.702(3) 170 yes
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
O1 C1 C2 C2' -55.7(3) ?
C6 C1 C2 C2' -178.5(2) y
O1 C1 C2 C3 177.7(2) y
C6 C1 C2 C3 55.0(3) ?
O1' C1' C2' C3' -170.2(2) ?
O1' C1' C2' C2 61.5(3) ?
C1 C2 C2' C1' 87.7(3) ?
C3 C2 C2' C1' -147.2(3) ?
C1 C2 C2' C3' -38.3(3) ?
C3 C2 C2' C3' 86.7(3) ?
C1 C2 C3 C4 -54.3(4) ?
C2' C2 C3 C4 176.8(3) y
C2 C3 C4 C5 55.1(4) ?
C3 C4 C5 C5A -177.8(3) y
C3 C4 C5 C6 -53.1(4) ?
O1 C1 C6 C5 -179.3(3) y
C2 C1 C6 C5 -57.6(3) ?
C5A C5 C6 C1 179.5(3) y
C4 C5 C6 C1 55.1(4) ?
_cod_database_fobs_code 2010544