#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/66/2006618.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_2006618
loop_
_publ_author_name
'Ertan, Mevlût'
'Yeşi̇lada, Akgül'
'Tozkoparan, Birsen'
'Tarimci, Çeli̇k'
'Krebs, Bernt'
'Läge, Mechtild'
_publ_contact_author
;
Çelik TARIMCI
Dept. of Engineering Pyhsics,
Faculty of Sciences University of Ankara,
06100 Besevler - Ankara, Turkey
;
_publ_section_title
(1R,2S,4S,11S)-4-Isopropyl-1-methyl-2-(α-N-morpholino-3-methoxybenzyl)cyclohexan-3-one
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1466
_journal_page_last               1468
_journal_paper_doi               10.1107/S0108270197005064
_journal_volume                  53
_journal_year                    1997
_chemical_formula_sum            'C22 H33 N O3'
_chemical_formula_weight         359.49
_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'
_audit_creation_method           SHELX
_cell_angle_alpha                90.00
_cell_angle_beta                 108.46(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.4930(10)
_cell_length_b                   11.253(2)
_cell_length_c                   11.368(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      16.5
_cell_measurement_theta_min      4.6
_cell_volume                     1030.6(3)
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      293
_diffrn_measurement_device       'Siemens-P3 four circle'
_diffrn_measurement_method       ω-2θ
_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  0.015
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2507
_diffrn_reflns_theta_max         27
_diffrn_reflns_theta_min         2.62
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 100
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_density_method    none
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.160
_refine_diff_density_min         -0.155
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   0.943
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         2354
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_obs          .0305
_refine_ls_structure_factor_coef F^2^
_refine_ls_weighting_details
'w = 1/[σ²(Fₒ²)+0.0446P²], P = (Fₒ²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0704
_refine_ls_wR_factor_obs         .0686
_reflns_number_observed          2354
_reflns_number_total             2355
_reflns_observed_criterion       I>2sigma(I)
_cod_data_source_file            sk1038.cif
_cod_data_source_block           Ankon
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value ' w =
1/[\s^2^(F~o~^2^)+0.0446P^2^], P = (F~o~^2^+2F~c~^2^)/3' was changed
to 'calc'. New tag '_refine_ls_weighting_details' was created. The
value of the new tag was set to 'w = 1/[\s^2^(F~o~^2^)+0.0446P^2^], P
= (F~o~^2^+2F~c~^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2006618
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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
O1 -.0048(2) .31860(10) .54130(10) .0330(10) Uani . . 1 . O
O2 .7618(2) .0243(2) .68860(10) .0270(10) Uani . . 1 . O
O3 .5916(2) .1239(2) .22570(10) .0300(10) Uani . . 1 . O
N1 .3045(2) .19510(10) .61980(10) .0180(10) Uani . . 1 . N
C1 .4806(2) .0715(2) .8470(2) .0210(10) Uani . . 1 . C
C2 .4950(2) .0292(2) .7204(2) .0160(10) Uani . . 1 . C
C3 .6717(2) -.0171(2) .7423(2) .0180(10) Uani . . 1 . C
C4 .7269(2) -.1171(2) .8369(2) .0200(10) Uani . . 1 . C
C5 .7004(3) -.0793(2) .9597(2) .0270(10) Uani . . 1 . C
C6 .5253(3) -.0325(2) .9391(2) .0260(10) Uani . . 1 . C
C7 .5855(3) .1822(2) .8947(2) .0300(10) Uani . . 1 . C
C8 .9034(2) -.1634(2) .8509(2) .0240(10) Uani . . 1 . C
C9 .9309(3) -.2846(2) .9145(3) .0420(10) Uani . . 1 . C
C10 1.0413(3) -.0774(2) .9195(2) .0330(10) Uani . . 1 . C
C11 .4491(2) .1236(2) .6170(2) .0160(10) Uani . . 1 . C
C12 .1453(2) .1320(2) .5948(2) .0220(10) Uani . . 1 . C
C13 .0210(3) .2172(2) .6201(2) .0300(10) Uani . . 1 . C
C14 .1492(3) .3798(2) .5601(2) .0290(10) Uani . . 1 . C
C15 .2791(2) .2982(2) .5373(2) .0210(10) Uani . . 1 . C
C16 .4320(2) .0704(2) .4894(2) .0160(10) Uani . . 1 . C
C17 .5246(2) .1209(2) .4196(2) .0180(10) Uani . . 1 . C
C18 .5049(2) .0796(2) .2998(2) .0210(10) Uani . . 1 . C
C19 .3911(2) -.0100(2) .2485(2) .0240(10) Uani . . 1 . C
C20 .3006(2) -.0602(2) .3176(2) .0230(10) Uani . . 1 . C
C21 .3221(2) -.0218(2) .4387(2) .0190(10) Uani . . 1 . C
C22 .7340(3) .1953(2) .2838(2) .0290(10) Uani . . 1 . C
H1 .365(3) .096(2) .834(2) .024(6) Uiso calc . 1 . H
H2 .430(2) -.039(2) .695(2) .011(5) Uiso calc . 1 . H
H4 .647(3) -.182(2) .801(2) .022(5) Uiso calc . 1 . H
H5A .722(3) -.149(3) 1.013(2) .041(7) Uiso calc . 1 . H
H5B .781(3) -.016(2) 1.002(2) .031(6) Uiso calc . 1 . H
H6A .510(3) -.006(2) 1.017(2) .025(6) Uiso calc . 1 . H
H6B .449(3) -.097(2) .905(2) .025(6) Uiso calc . 1 . H
H7A .535(3) .254(2) .840(2) .024(6) Uiso calc . 1 . H
H7B .583(4) .200(3) .984(3) .067(9) Uiso calc . 1 . H
H7C .704(3) .170(3) .899(2) .042(7) Uiso calc . 1 . H
H8 .906(3) -.175(2) .765(2) .020(5) Uiso calc . 1 . H
H9A .924(3) -.278(3) .999(3) .043(8) Uiso calc . 1 . H
H9B .848(5) -.341(4) .867(3) .0760(10) Uiso calc . 1 . H
H9C 1.033(4) -.318(3) .918(3) .048(8) Uiso calc . 1 . H
H10A 1.045(3) -.069(3) 1.005(3) .054(9) Uiso calc . 1 . H
H10B 1.019(3) .001(3) .882(2) .040(7) Uiso calc . 1 . H
H10C 1.145(4) -.103(3) .917(2) .044(7) Uiso calc . 1 . H
H11 .540(2) .177(2) .637(2) .006(4) Uiso calc . 1 . H
H12A .162(3) .060(2) .651(2) .021(5) Uiso calc . 1 . H
H12B .104(3) .107(2) .510(2) .017(5) Uiso calc . 1 . H
H13A .068(3) .237(2) .708(2) .034(6) Uiso calc . 1 . H
H13B -.087(3) .178(3) .602(2) .042(7) Uiso calc . 1 . H
H14A .188(3) .410(3) .648(3) .039(7) Uiso calc . 1 . H
H14B .123(3) .446(3) .497(2) .034(6) Uiso calc . 1 . H
H15A .241(3) .276(2) .450(2) .032(6) Uiso calc . 1 . H
H15B .385(3) .338(2) .557(2) .027(6) Uiso calc . 1 . H
H17 .604(3) .180(2) .456(2) .019(5) Uiso calc . 1 . H
H19 .380(3) -.035(2) .166(2) .030(6) Uiso calc . 1 . H
H20 .228(3) -.121(2) .281(2) .028(6) Uiso calc . 1 . H
H21 .251(3) -.060(2) .482(2) .026(6) Uiso calc . 1 . H
H22A .696(3) .271(3) .317(2) .037(7) Uiso calc . 1 . H
H22B .782(3) .213(2) .223(2) .033(6) Uiso calc . 1 . H
H22C .806(3) .155(3) .352(2) .032(7) Uiso calc . 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 0.0020 0.0020 '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'
N N 0.0040 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0080 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_publ_flag
C16 C11 C12 121.1(5) n
C13 O1 C14 109.9(2) n
C18 O3 C22 117.4(2) n
C15 N1 C12 108.60(10) y
C15 N1 C11 111.90(10) y
C12 N1 C11 116.9(2) y
N1 C11 C16 113.80(10) y
N1 C11 C2 111.70(10) y
C16 C11 C2 112.2(2) y
N1 C12 C13 108.1(2) n
O1 C13 C12 111.3(2) n
O1 C14 C15 111.2(2) n
N1 C15 C14 109.7(2) n
C21 C16 C17 119.4(2) n
C21 C16 C11 122.2(2) n
C17 C16 C11 118.3(2) n
C16 C21 C20 120.0(2) n
C19 C20 C21 120.6(2) n
C20 C19 C18 119.8(2) n
O3 C18 C19 116.2(2) n
O3 C18 C17 123.7(2) n
C19 C18 C17 120.1(2) n
C18 C17 C16 120.1(2) n
C3 C2 C11 110.80(10) n
C3 C2 C1 108.30(10) n
C11 C2 C1 114.9(2) n
O2 C3 C4 122.4(2) y
O2 C3 C2 122.0(2) y
C4 C3 C2 115.6(2) y
C3 C4 C5 109.5(2) n
C3 C4 C8 113.2(2) n
C5 C4 C8 114.5(2) n
C6 C5 C4 111.8(2) n
C5 C6 C1 112.8(2) n
C7 C1 C6 112.9(2) n
C7 C1 C2 111.7(2) n
C6 C1 C2 108.8(2) n
C9 C8 C10 110.3(2) n
C9 C8 C4 110.4(2) n
C10 C8 C4 113.5(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 C13 . 1.424(3) n
O1 C14 . 1.433(3) n
O2 C3 . 1.213(2) y
O3 C18 . 1.376(2) n
O3 C22 . 1.428(3) n
N1 C15 . 1.465(2) y
N1 C12 . 1.472(2) y
N1 C11 . 1.477(2) n
C11 C16 . 1.533(2) y
C11 C2 . 1.540(3) y
C12 C13 . 1.519(3) n
C14 C15 . 1.518(3) n
C16 C21 . 1.392(3) n
C16 C17 . 1.403(3) n
C21 C20 . 1.399(3) n
C20 C19 . 1.382(3) n
C19 C18 . 1.391(3) n
C18 C17 . 1.397(3) n
C2 C3 . 1.533(2) n
C2 C1 . 1.557(2) n
C3 C4 . 1.525(3) n
C4 C5 . 1.543(3) n
C4 C8 . 1.547(3) n
C5 C6 . 1.524(3) n
C6 C1 . 1.535(3) n
C1 C7 . 1.528(3) n
C8 C9 . 1.526(3) n
C8 C10 . 1.529(3) 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
N1 C11 C16 C21 -71.0(3) yes
N1 C11 C16 C17 105.8(2) yes
C12 N1 C11 C16 63.9(2) yes
C15 N1 C11 C16 -62.1(2) yes
C16 C11 C2 C3 68.3(2) yes
C16 C11 C2 C1 -168.6(2) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21186244
