#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:43:10 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301803 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/04/2200475.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_2200475
loop_
_publ_author_name
'Parvez, Masood'
'Hunt, Ian R.'
'Keay, Brian A.'
_publ_section_title
;
 2-(1-Naphthyl)cyclohexyl 3-furancarboxylate
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o800
_journal_page_last               o801
_journal_paper_doi               10.1107/S1600536801012508
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          'C21 H20 O3'
_chemical_formula_moiety         'C21 H20 O3'
_chemical_formula_sum            'C21 H20 O3'
_chemical_formula_weight         320.37
_chemical_name_common            'cyclohexyl furan carboxylate derivative'
_chemical_name_systematic
;
2-(1-Naphthyl)cyclohexyl 3-furancarboxylate
;
_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'
_cell_angle_alpha                90.00
_cell_angle_beta                 100.030(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.1991(11)
_cell_length_b                   7.3840(5)
_cell_length_c                   25.694(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      15.0
_cell_measurement_theta_min      10.0
_cell_volume                     1718.6(3)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1988)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1994)'
_computing_molecular_graphics    TEXSAN
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SAPI91 (Fan, 1991)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full .998
_diffrn_measured_fraction_theta_max .998
_diffrn_measurement_device_type  'Rigaku AFC-6S'
_diffrn_measurement_method       ω/2θ
_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  .08
_diffrn_reflns_av_sigmaI/netI    .19
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            3245
_diffrn_reflns_theta_full        25.0
_diffrn_reflns_theta_max         25.0
_diffrn_reflns_theta_min         2.5
_diffrn_standards_decay_%        <0.1
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .08
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             680
_exptl_crystal_size_max          .40
_exptl_crystal_size_mid          .30
_exptl_crystal_size_min          .24
_refine_diff_density_max         .18
_refine_diff_density_min         -.24
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   .955
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3043
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      .955
_refine_ls_R_factor_all          .260
_refine_ls_R_factor_gt           .053
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         .00
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.1064P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .242
_reflns_number_gt                917
_reflns_number_total             3043
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cv6045.cif
_cod_data_source_block           I
_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 

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_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' 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 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2200475
_cod_database_fobs_code          2200475
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_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 .7451(4) .0633(5) .06785(14) .0566(11) Uani d . 1 . . O
O2 .9436(5) .2165(6) .05039(17) .0816(15) Uani d . 1 . . O
O3 .4958(5) .3682(6) -.04818(16) .0707(12) Uani d . 1 . . O
C1 .8382(6) -.0498(7) .1059(2) .0501(14) Uani d . 1 . . C
H1 .9229 .0203 .1238 .060 Uiso calc R 1 . . H
C2 .7439(6) -.1098(7) .1459(2) .0480(14) Uani d . 1 . . C
H2 .6572 -.1715 .1262 .058 Uiso calc R 1 . . H
C3 .8279(7) -.2480(8) .1842(2) .0675(18) Uani d . 1 . . C
H3A .9110 -.1886 .2060 .081 Uiso calc R 1 . . H
H3B .7633 -.2931 .2073 .081 Uiso calc R 1 . . H
C4 .8836(7) -.4055(9) .1558(3) .078(2) Uani d . 1 . . C
H4A .9414 -.4848 .1816 .093 Uiso calc R 1 . . H
H4B .8000 -.4742 .1377 .093 Uiso calc R 1 . . H
C5 .9774(7) -.3459(8) .1161(3) .077(2) Uani d . 1 . . C
H5A 1.0051 -.4506 .0973 .092 Uiso calc R 1 . . H
H5B 1.0670 -.2892 .1344 .092 Uiso calc R 1 . . H
C6 .8923(6) -.2115(8) .0767(2) .0627(17) Uani d . 1 . . C
H6A .8083 -.2720 .0558 .075 Uiso calc R 1 . . H
H6B .9558 -.1684 .0529 .075 Uiso calc R 1 . . H
C7 .8126(7) .1888(8) .0414(2) .0545(16) Uani d . 1 . . C
C8 .7050(6) .2836(7) .0023(2) .0513(14) Uani d . 1 . . C
C9 .7374(7) .4234(8) -.0320(2) .0689(18) Uani d . 1 . . C
H9 .8294 .4740 -.0332 .083 Uiso calc R 1 . . H
C10 .6098(9) .4669(9) -.0619(2) .0760(19) Uani d . 1 . . C
H10 .5989 .5531 -.0887 .091 Uiso calc R 1 . . H
C11 .5594(7) .2571(8) -.0082(2) .0577(15) Uani d . 1 . . C
H11 .5084 .1746 .0092 .069 Uiso calc R 1 . . H
C12 .6878(6) .0498(7) .1748(2) .0468(14) Uani d . 1 . . C
C13 .5375(6) .1068(7) .1637(2) .0446(13) Uani d . 1 . . C
C14 .4291(6) .0264(8) .1265(2) .0581(15) Uani d . 1 . . C
H14 .4553 -.0687 .1062 .070 Uiso calc R 1 . . H
C15 .2849(7) .0826(9) .1185(3) .0761(19) Uani d . 1 . . C
H15 .2152 .0261 .0931 .091 Uiso calc R 1 . . H
C16 .2425(7) .2252(10) .1486(3) .078(2) Uani d . 1 . . C
H16 .1443 .2614 .1440 .094 Uiso calc R 1 . . H
C17 .3437(8) .3081(8) .1837(3) .0716(19) Uani d . 1 . . C
H17 .3149 .4055 .2025 .086 Uiso calc R 1 . . H
C18 .4943(7) .2540(7) .1937(2) .0533(15) Uani d . 1 . . C
C19 .5977(9) .3431(8) .2311(2) .0701(18) Uani d . 1 . . C
H19 .5690 .4406 .2498 .084 Uiso calc R 1 . . H
C20 .7396(9) .2873(9) .2400(2) .078(2) Uani d . 1 . . C
H20 .8079 .3452 .2656 .093 Uiso calc R 1 . . H
C21 .7853(7) .1430(8) .2113(2) .0611(16) Uani d . 1 . . C
H21 .8844 .1101 .2171 .073 Uiso calc R 1 . . H
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
_geom_angle_publ_flag
C7 O1 C1 117.6(4) n
C11 O3 C10 105.5(5) n
O1 C1 C2 106.5(4) n
O1 C1 C6 108.7(4) n
C2 C1 C6 112.0(4) n
O1 C1 H1 109.8 n
C2 C1 H1 109.8 n
C6 C1 H1 109.8 n
C1 C2 C3 110.2(4) n
C1 C2 C12 112.6(4) n
C3 C2 C12 112.1(4) n
C1 C2 H2 107.2 n
C3 C2 H2 107.2 n
C12 C2 H2 107.2 n
C4 C3 C2 112.3(5) n
C4 C3 H3A 109.1 n
C2 C3 H3A 109.1 n
C4 C3 H3B 109.1 n
C2 C3 H3B 109.1 n
H3A C3 H3B 107.9 n
C5 C4 C3 112.5(5) n
C5 C4 H4A 109.1 n
C3 C4 H4A 109.1 n
C5 C4 H4B 109.1 n
C3 C4 H4B 109.1 n
H4A C4 H4B 107.8 n
C4 C5 C6 110.4(5) n
C4 C5 H5A 109.6 n
C6 C5 H5A 109.6 n
C4 C5 H5B 109.6 n
C6 C5 H5B 109.6 n
H5A C5 H5B 108.1 n
C5 C6 C1 110.6(4) n
C5 C6 H6A 109.5 n
C1 C6 H6A 109.5 n
C5 C6 H6B 109.5 n
C1 C6 H6B 109.5 n
H6A C6 H6B 108.1 n
O2 C7 O1 123.2(6) n
O2 C7 C8 125.9(6) n
O1 C7 C8 110.9(5) n
C11 C8 C9 107.0(5) n
C11 C8 C7 127.3(6) n
C9 C8 C7 125.7(6) n
C10 C9 C8 106.0(6) n
C10 C9 H9 127.0 n
C8 C9 H9 127.0 n
C9 C10 O3 111.2(6) n
C9 C10 H10 124.4 n
O3 C10 H10 124.4 n
C8 C11 O3 110.4(5) n
C8 C11 H11 124.8 n
O3 C11 H11 124.8 n
C21 C12 C13 119.1(5) n
C21 C12 C2 119.0(5) n
C13 C12 C2 121.9(5) n
C14 C13 C12 124.5(5) n
C14 C13 C18 117.6(5) n
C12 C13 C18 118.0(5) n
C15 C14 C13 122.2(6) n
C15 C14 H14 118.9 n
C13 C14 H14 118.9 n
C14 C15 C16 120.0(7) n
C14 C15 H15 120.0 n
C16 C15 H15 120.0 n
C17 C16 C15 119.5(6) n
C17 C16 H16 120.3 n
C15 C16 H16 120.3 n
C16 C17 C18 122.6(6) n
C16 C17 H17 118.7 n
C18 C17 H17 118.7 n
C19 C18 C17 121.2(6) n
C19 C18 C13 120.7(6) n
C17 C18 C13 118.1(6) n
C20 C19 C18 119.8(6) n
C20 C19 H19 120.1 n
C18 C19 H19 120.1 n
C19 C20 C21 120.8(6) n
C19 C20 H20 119.6 n
C21 C20 H20 119.6 n
C12 C21 C20 121.6(6) n
C12 C21 H21 119.2 n
C20 C21 H21 119.2 n
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 C7 . 1.362(6) n
O1 C1 . 1.448(6) n
O2 C7 . 1.205(6) n
O3 C11 . 1.364(6) n
O3 C10 . 1.373(7) n
C1 C2 . 1.520(6) n
C1 C6 . 1.539(7) n
C1 H1 . .9800 n
C2 C3 . 1.531(7) n
C2 C12 . 1.530(7) n
C2 H2 . .9800 n
C3 C4 . 1.509(8) n
C3 H3A . .9700 n
C3 H3B . .9700 n
C4 C5 . 1.511(7) n
C4 H4A . .9700 n
C4 H4B . .9700 n
C5 C6 . 1.532(7) n
C5 H5A . .9700 n
C5 H5B . .9700 n
C6 H6A . .9700 n
C6 H6B . .9700 n
C7 C8 . 1.459(8) n
C8 C11 . 1.334(7) n
C8 C9 . 1.423(7) n
C9 C10 . 1.326(8) n
C9 H9 . .9300 n
C10 H10 . .9300 n
C11 H11 . .9300 n
C12 C21 . 1.365(7) n
C12 C13 . 1.426(7) n
C13 C14 . 1.390(7) n
C13 C18 . 1.428(7) n
C14 C15 . 1.371(7) n
C14 H14 . .9300 n
C15 C16 . 1.401(8) n
C15 H15 . .9300 n
C16 C17 . 1.328(8) n
C16 H16 . .9300 n
C17 C18 . 1.421(8) n
C17 H17 . .9300 n
C18 C19 . 1.394(8) n
C19 C20 . 1.350(8) n
C19 H19 . .9300 n
C20 C21 . 1.403(8) n
C20 H20 . .9300 n
C21 H21 . .9300 n
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
C7 O1 C1 C2 154.5(4) n
C7 O1 C1 C6 -84.6(5) n
O1 C1 C2 C3 173.5(4) n
C6 C1 C2 C3 54.7(6) n
O1 C1 C2 C12 -60.6(5) n
C6 C1 C2 C12 -179.3(4) n
C1 C2 C3 C4 -53.7(7) n
C12 C2 C3 C4 -179.9(5) n
C2 C3 C4 C5 55.0(7) n
C3 C4 C5 C6 -55.5(7) n
C4 C5 C6 C1 55.5(7) n
O1 C1 C6 C5 -173.9(4) n
C2 C1 C6 C5 -56.4(6) n
C1 O1 C7 O2 -4.5(8) n
C1 O1 C7 C8 176.5(4) n
O2 C7 C8 C11 -179.3(6) n
O1 C7 C8 C11 -.3(8) n
O2 C7 C8 C9 .7(9) n
O1 C7 C8 C9 179.7(5) n
C11 C8 C9 C10 -2.0(6) n
C7 C8 C9 C10 178.0(6) n
C8 C9 C10 O3 1.8(7) n
C11 O3 C10 C9 -.9(7) n
C9 C8 C11 O3 1.5(6) n
C7 C8 C11 O3 -178.5(5) n
C10 O3 C11 C8 -.4(6) n
C1 C2 C12 C21 -71.7(6) n
C3 C2 C12 C21 53.2(6) n
C1 C2 C12 C13 106.6(5) n
C3 C2 C12 C13 -128.5(5) n
C21 C12 C13 C14 178.1(5) n
C2 C12 C13 C14 -.2(8) n
C21 C12 C13 C18 -3.4(7) n
C2 C12 C13 C18 178.3(4) n
C12 C13 C14 C15 177.8(5) n
C18 C13 C14 C15 -.8(8) n
C13 C14 C15 C16 -.2(9) n
C14 C15 C16 C17 1.8(10) n
C15 C16 C17 C18 -2.4(10) n
C16 C17 C18 C19 -179.5(6) n
C16 C17 C18 C13 1.4(9) n
C14 C13 C18 C19 -178.8(6) n
C12 C13 C18 C19 2.5(7) n
C14 C13 C18 C17 .2(7) n
C12 C13 C18 C17 -178.4(5) n
C17 C18 C19 C20 179.4(6) n
C13 C18 C19 C20 -1.6(9) n
C18 C19 C20 C21 1.5(10) n
C13 C12 C21 C20 3.4(8) n
C2 C12 C21 C20 -178.2(5) n
C19 C20 C21 C12 -2.5(9) n
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139064911
