menthol.cif

###########################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC
#
###########################################################################
#
#  This CIF contains data generated directly from one or more entries in
#  the Cambridge Structural Database and will include bibliographic,
#  chemical, crystal, experimental, refinement, and atomic coordinate data,
#  as available.
#
#  Copyright  2008  The Cambridge Crystallographic Data Centre
#
#  This CIF is provided on the understanding that it is used for bona fide
#  research purposes only.  It may contain copyright material of the CCDC
#  or of third parties, and may not be copied or further disseminated in
#  any form, whether machine-readable or not, except for the purpose of
#  generating routine backup copies on your local computer system.
#
#  For further information about the CCDC, data deposition and data
#  retrieval see <www.ccdc.cam.ac.uk>. Bona fide researchers may freely
#  download  Mercury and enCIFer from this site to visualise CIF-encoded
#  structures and to carry out CIF format checking respectively.
#
###########################################################################

data_CSD_CIF_BAVLOZ
_audit_creation_date 1999-11-09
_audit_creation_method CSD-ConQuest-V1
_database_code_CSD BAVLOZ
_database_code_depnum_ccdc_archive 'CCDC 112473'
_chemical_formula_sum 'C10 H20 O1'
_chemical_formula_moiety
;
C10 H20 O1
;
_journal_coden_Cambridge 643
_journal_volume 214
_journal_year 1999
_journal_page_first 420
_journal_name_full 'Z.Kristallogr. '
loop_
_publ_author_name
"R.Bombicz"
"J.Bushmann"
"P.Luger"
"Nguyen Xuan Dung"
"Chu Ba Nam"
_chemical_name_systematic
;
(1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexanol
;
_chemical_name_common
;
(-)-Menthol
;
_cell_volume   2342.774
_exptl_crystal_colour 'colorless'
_exptl_crystal_density_diffrn 0.997
_exptl_crystal_description 'spherical'
_exptl_crystal_preparation 'sublimation'
_diffrn_ambient_temperature 143
#These two values have been output from a single CSD field.
_refine_ls_R_factor_gt 0.0493
_refine_ls_wR_factor_gt 0.0493
_chemical_compound_source
;
Mentha arvensis Linner
;
loop_
_citation_database_id_CSD
_citation_special_details
ZZZVKO "is a stereoisomer of this entry"
_symmetry_cell_setting hexagonal
_symmetry_space_group_name_H-M 'P 31'
_symmetry_Int_Tables_number 144
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -y,x-y,1/3+z
3 -x+y,-x,-1/3+z
_cell_length_a 21.262(10)
_cell_length_b 21.262(10)
_cell_length_c 5.984(5)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 120
_cell_formula_units_Z 9
loop_
_atom_type_symbol
_atom_type_radius_bond
C 0.68
H 0.23
O 0.68
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
O1 O 0.37146(10) 0.65092(10) 0.9395(4)
H1 H 0.3443(14) 0.6420(5) 0.808(7)
C1 C 0.38031(14) 0.58919(14) 0.9644(5)
H2 H 0.38138(14) 0.5718(7) 0.816(5)
C2 C 0.45365(14) 0.61401(14) 1.0766(5)
H3 H 0.4483(2) 0.6320(5) 1.231(4)
C3 C 0.46333(16) 0.54821(16) 1.1125(6)
H4 H 0.5104(11) 0.5641(4) 1.201(2)
H5 H 0.46270(16) 0.5285(5) 0.958(4)
C4 C 0.40047(16) 0.48765(16) 1.2387(6)
H6 H 0.4063(2) 0.4416(10) 1.2448(6)
H7 H 0.4067(2) 0.5026(3) 1.385(3)
C5 C 0.32861(15) 0.46470(14) 1.1311(6)
H8 H 0.32875(15) 0.4500(6) 0.983(6)
C6 C 0.31921(15) 0.53020(15) 1.0946(6)
H9 H 0.2670(11) 0.5201(2) 1.0326(13)
H10 H 0.31573(17) 0.5487(4) 1.250(3)
C7 C 0.51699(14) 0.67640(15) 0.9526(5)
H11 H 0.4983(6) 0.7097(10) 0.9530(5)
C8 C 0.5294(2) 0.65836(19) 0.7184(6)
H12 H 0.5427(3) 0.6226(7) 0.7176(6)
H13 H 0.4954(7) 0.6395(4) 0.6332(19)
H14 H 0.5726(9) 0.7006(8) 0.6318(19)
C9 C 0.58688(16) 0.70847(18) 1.0852(6)
H15 H 0.6033(4) 0.6810(6) 1.1258(11)
H16 H 0.58179(17) 0.7161(3) 1.243(3)
H17 H 0.6217(8) 0.7521(9) 1.0279(13)
C10 C 0.26618(18) 0.40587(17) 1.2654(8)
H18 H 0.2618(2) 0.4197(3) 1.425(3)
H19 H 0.2742(2) 0.3603(9) 1.3113(12)
H20 H 0.2199(9) 0.3936(3) 1.2146(12)
O2 O 0.61871(10) 0.33263(10) 1.7282(4)
H21 H 0.63150 0.31570 1.83440
C11 C 0.54132(14) 0.29096(15) 1.7029(5)
H22 H 0.5188(9) 0.2770(6) 1.866(7)
C12 C 0.51694(15) 0.34008(15) 1.5954(5)
H23 H 0.5394(10) 0.3566(7) 1.452(6)
C13 C 0.43570(15) 0.29649(17) 1.5465(6)
H24 H 0.4285(3) 0.334(1) 1.454(2)
H25 H 0.4081(7) 0.2797(4) 1.676(3)
C14 C 0.41487(16) 0.22984(17) 1.4121(6)
H26 H 0.3571(13) 0.2006(7) 1.3632(13)
H27 H 0.4391(6) 0.2457(4) 1.261(3)
C15 C 0.43777(17) 0.18004(16) 1.5254(7)
H28 H 0.4155(9) 0.1730(3) 1.663(6)
C16 C 0.51935(17) 0.22355(16) 1.5667(6)
H29 H 0.5415(6) 0.1972(6) 1.6466(19)
H30 H 0.5426(6) 0.2344(3) 1.437(3)
C17 C 0.54148(18) 0.41027(17) 1.7278(5)
H31 H 0.5978(17) 0.4393(9) 1.7558(10)
C18 C 0.5068(2) 0.3969(2) 1.9590(6)
H32 H 0.5178(3) 0.4416(9) 2.0213(15)
H33 H 0.5180(3) 0.3608(8) 2.0168(14)
H34 H 0.4478(13) 0.3713(6) 1.9417(7)
C19 C 0.5299(2) 0.46466(19) 1.6000(6)
H35 H 0.5600(6) 0.5153(11) 1.6679(15)
H36 H 0.4873(9) 0.4615(2) 1.5956(7)
H37 H 0.5533(5) 0.4684(2) 1.429(4)
C20 C 0.4163(2) 0.11125(19) 1.3898(10)
H38 H 0.4343(4) 0.0733(8) 1.495(2)
H39 H 0.3666(10) 0.0970(4) 1.3422(15)
H40 H 0.4397(5) 0.1270(4) 1.229(3)
O3 O 0.95934(13) 0.01303(10) 1.0155(4)
H41 H 0.9928(19) 0.0231(6) 0.933(5)
C21 C 0.94181(14) 0.06935(15) 1.0332(5)
H42 H 0.94005(16) 0.0879(6) 0.880(5)
C22 C 0.86769(15) 0.03840(15) 1.1368(5)
H43 H 0.8718(2) 0.0201(6) 1.290(5)
C23 C 0.84879(17) 0.09790(17) 1.1709(6)
H44 H 0.8062(12) 0.0806(5) 1.256(2)
H45 H 0.84817(18) 0.1221(7) 1.031(4)
C24 C 0.90666(17) 0.16171(17) 1.3016(7)
H46 H 0.8883(5) 0.1945(8) 1.3127(8)
H47 H 0.9141(2) 0.1434(5) 1.455(4)
C25 C 0.98112(18) 0.19258(17) 1.1951(8)
H48 H 0.9836(2) 0.2127(9) 1.050(7)
C26 C 0.99937(17) 0.13232(16) 1.1660(6)
H49 H 1.0457(11) 0.1472(4) 1.077(2)
H50 H 0.99482(18) 0.1107(5) 1.336(4)
C27 C 0.80878(15) -0.02745(16) 1.0092(6)
H51 H 0.8255(6) -0.0657(13) 0.9962(7)
C28 C 0.7978(2) -0.0092(2) 0.7705(7)
H52 H 0.8510(12) 0.0059(4) 0.7203(14)
H53 H 0.7781(5) 0.0343(10) 0.8111(10)
H54 H 0.7690(7) -0.0565(11) 0.6991(18)
C29 C 0.73654(19) -0.0649(2) 1.1288(7)
H55 H 0.7011(7) -0.1084(9) 1.0480(17)
H56 H 0.7471(3) -0.0731(3) 1.292(3)
H57 H 0.7214(4) -0.0217(9) 1.1442(7)
C30 C 1.0374(2) 0.2554(2) 1.3337(11)
H58 H 1.0663(9) 0.2628(3) 1.262(3)
H59 H 1.0249(4) 0.2953(12) 1.3559(12)
H60 H 1.0457(4) 0.2370(5) 1.449(3)
#END