#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/76/2007645.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_2007645
loop_
_publ_author_name
'Camalli, Mercedes'
'Pifferi, Augusto'
'Palmieri, Gianni'
_publ_section_title
;
 Enantiopure δ-Hydroxy-β-enamino Ketones
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1306
_journal_page_last               1309
_journal_paper_doi               10.1107/S0108270196011985
_journal_volume                  54
_journal_year                    1998
_chemical_formula_iupac          'C24 H31 N O2 ,H2 O'
_chemical_formula_moiety         'C24 H31 N O2 ,H2 O'
_chemical_formula_sum            'C24 H33 N O3'
_chemical_formula_weight         383.52
_space_group_IT_number           146
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  'R 3'
_symmetry_space_group_name_H-M   'R 3 :H'
_atom_type_scat_source           'IntTabIV Table 2.2B'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            9
_cell_length_a                   27.132(5)
_cell_length_b                   27.132(5)
_cell_length_c                   8.290(4)
_cell_measurement_reflns_used    15
_cell_measurement_temperature    296
_cell_measurement_theta_max      26
_cell_measurement_theta_min      20
_cell_volume                     5285(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 PROCESS (Molecular Structure Corporation, 1985)'
_computing_molecular_graphics    'CAOS (Camalli & Spagna, 1994)'
_computing_structure_refinement  'SIR97 (Altomare et al., 1998)'
_computing_structure_solution    'SIR97(Altomare et al., 1998)'
_diffrn_measurement_device       'Rigaku AFC-5'
_diffrn_measurement_method       'θ/2θ scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.056
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            2114
_diffrn_reflns_theta_max         62
_diffrn_standards_decay_%        0.0
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.526
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.084
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.2
_refine_diff_density_min         -0.2
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   0.997
_refine_ls_hydrogen_treatment    'H atoms rigid to parent atom'
_refine_ls_number_parameters     252
_refine_ls_number_reflns         1843
_refine_ls_R_factor_all          0.060
_refine_ls_R_factor_obs          .055
_refine_ls_shift/esd_max         0.05
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[20.7883+0.0125F + 0.0026F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.084
_refine_ls_wR_factor_obs         .074
_reflns_number_observed          1699
_reflns_number_total             1843
_reflns_observed_criterion       I>2.0\s(I)
_cod_data_source_file            na1240.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' 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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[20.7883+0.0125F +
0.0026F^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[20.7883+0.0125F + 0.0026F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'R 3'
_cod_database_code               2007645
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-y,x-y,z
y-x,-x,z
2/3+x,1/3+y,1/3+z
2/3-y,1/3+x-y,1/3+z
2/3+y-x,1/3-x,1/3+z
1/3+x,2/3+y,2/3+z
1/3-y,2/3+x-y,2/3+z
1/3+y-x,2/3-x,2/3+z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(1) .50220(10) -.12360(10) .2344 .0750(10)
O(2) .6053(2) .09300(10) .0342(7) .094(2)
N(1) .47140(10) -.04430(10) .3155(6) .0610(10)
C(1) .5136(3) -.0938(3) -.0459(7) .086(3)
C(2) .5397(2) -.0809(2) .1242(7) .065(2)
C(3) .5609(2) -.0207(2) .1920(7) .065(2)
C(4) .5159(2) -.0053(2) .2298(6) .056(2)
C(5) .5221(2) .0474(2) .1958(7) .061(2)
C(6) .5682(2) .0948(2) .1209(7) .066(2)
C(7) .5719(2) .1509(2) .1463(8) .080(2)
C(8) .5902(2) .1898(2) .0200(10) .111(3)
C(9) .5929(3) .2431(3) .043(2) .145(5)
C(10) .5782(4) .2550(4) .192(2) .162(6)
C(11) .5614(3) .2174(4) .316(2) .143(5)
C(12) .5572(2) .1650(3) .2950(10) .099(3)
C(13) .4220(2) -.0401(2) .3633(6) .061(2)
C(14) .4357(2) .0069(2) .4824(7) .065(2)
C(15) .4044(3) .0352(3) .4790(9) .095(3)
C(16) .4172(5) .0785(4) .5900(10) .132(6)
C(17) .4589(6) .0930(5) .7030(10) .161(8)
C(18) .4880(5) .0651(4) .7074(9) .137(6)
C(19) .4776(3) .0221(3) .5987(8) .098(4)
C(20) .3776(2) -.0978(2) .4352(9) .092(3)
C(21) .5957(2) -.0123(3) .3442(9) .098(3)
C(22) .4548(3) -.0992(3) -.0483(8) .099(3)
C(23) .5536(4) -.0453(4) -.1622(8) .114(5)
C(24) .5087(5) -.1498(4) -.1000(10) .137(6)
O(3) .6713(4) .2757(3) .6300(10) .138(5)
H(1) .47230(10) -.07780(10) .3482(6) .062
H(2) .5745(2) -.0817(2) .1120(7) .065
H(3) .5831(2) .0041(2) .1057(7) .065
H(4) .4908(2) .0524(2) .2271(7) .062
H(5) .6011(2) .1811(2) -.0820(10) .110
H(6) .6046(3) .2702(3) -.043(2) .144
H(7) .5801(4) .2909(4) .209(2) .160
H(8) .5524(3) .2272(4) .419(2) .145
H(9) .5440(2) .1381(3) .3820(10) .099
H(10) .4076(2) -.0309(2) .2691(6) .061
H(11) .3746(3) .0249(3) .4015(9) .096
H(12) .5169(5) .0752(4) .7881(9) .139
H(13) .4674(6) .1230(5) .7790(10) .159
H(14) .3964(5) .0985(4) .5880(10) .132
H(15) .4992(3) .0030(3) .6038(8) .100
H(16) .3446(2) -.0961(2) .4677(9) .092
H(17) .3671(2) -.1271(2) .3557(9) .092
H(18) .3936(2) -.1062(2) .5273(9) .092
H(19) .6089(2) .0252(3) .3862(9) .099
H(20) .5724(2) -.0400(3) .4234(9) .099
H(21) .6278(2) -.0168(3) .3191(9) .099
H(22) .4400(3) -.1072(3) -.1563(8) .099
H(23) .4296(3) -.1296(3) .0218(8) .099
H(24) .4577(3) -.0642(3) -.0124(8) .099
H(25) .5374(4) -.0532(4) -.2685(8) .115
H(26) .5579(4) -.0099(4) -.1249(8) .115
H(27) .5901(4) -.0429(4) -.1652(8) .115
H(28) .4925(5) -.1593(4) -.2060(10) .136
H(29) .5459(5) -.1459(4) -.1010(10) .136
H(30) .4848(5) -.1795(4) -.0260(10) .136
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
C(13) N(1) C(4) 125.6(4) yes
C(22) C(1) C(2) 112.0(5) no
C(23) C(1) C(2) 109.3(7) no
C(23) C(1) C(22) 109.1(9) no
C(24) C(1) C(2) 107.0(6) no
C(24) C(1) C(22) 109.6(9) no
C(24) C(1) C(23) 109.8(7) no
C(1) C(2) O(1) 110.1(6) yes
C(3) C(2) O(1) 111.3(4) yes
C(3) C(2) C(1) 117.4(5) yes
C(4) C(3) C(2) 116.4(5) no
C(21) C(3) C(2) 109.6(5) no
C(21) C(3) C(4) 108.3(5) no
C(3) C(4) N(1) 115.2(4) no
C(5) C(4) N(1) 121.2(4) no
C(5) C(4) C(3) 123.2(5) no
C(6) C(5) C(4) 128.7(4) no
C(5) C(6) O(2) 125.3(5) yes
C(7) C(6) O(2) 118.3(6) yes
C(7) C(6) C(5) 116.4(4) yes
C(14) C(13) N(1) 113.5(5) no
C(20) C(13) N(1) 107.9(4) no
C(20) C(13) C(14) 110.1(5) no
C(8) C(7) C(6) 119.0(6) no
C(12) C(7) C(6) 121.3(6) no
C(12) C(7) C(8) 119.7(6) no
C(9) C(8) C(7) 119.1(9) no
C(10) C(9) C(8) 118.0(10) no
C(11) C(10) C(9) 122.0(10) no
C(12) C(11) C(10) 119.0(10) no
C(11) C(12) C(7) 120.5(8) no
C(15) C(14) C(13) 119.4(6) no
C(19) C(14) C(13) 121.7(4) no
C(19) C(14) C(15) 118.9(6) no
C(16) C(15) C(14) 119.0(8) no
C(17) C(16) C(15) 121.1(9) no
C(18) C(17) C(16) 119.0(10) no
C(19) C(18) C(17) 121.0(10) no
C(18) C(19) C(14) 119.6(7) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(2) . . 1.426(8) yes
O(2) C(6) . . 1.257(7) yes
N(1) C(4) . . 1.344(8) yes
N(1) C(13) . . 1.456(6) yes
C(1) C(2) . . 1.538(9) no
C(1) C(22) . . 1.530(10) no
C(1) C(23) . . 1.550(10) no
C(1) C(24) . . 1.53(2) no
C(2) C(3) . . 1.542(8) no
C(3) C(4) . . 1.509(6) no
C(3) C(21) . . 1.523(9) no
C(4) C(5) . . 1.383(7) no
C(5) C(6) . . 1.413(9) no
C(6) C(7) . . 1.490(7) no
C(13) C(14) . . 1.504(8) no
C(13) C(20) . . 1.540(10) no
C(7) C(8) . . 1.390(10) no
C(7) C(12) . . 1.400(10) no
C(8) C(9) . . 1.420(10) no
C(9) C(10) . . 1.39(2) no
C(10) C(11) . . 1.36(2) no
C(11) C(12) . . 1.380(10) no
C(14) C(15) . . 1.399(8) no
C(14) C(19) . . 1.390(10) no
C(15) C(16) . . 1.400(10) no
C(16) C(17) . . 1.36(2) no
C(17) C(18) . . 1.34(2) no
C(18) C(19) . . 1.390(10) no
