#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/84/2008441.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_2008441
loop_
_publ_author_name
'Thuéry, Pierre'
'Nierlich, Martine'
'Wang, Zhen-He'
'Hirose, Takuji'
_publ_section_title
;
 Imide and tribenzyl ester derivatives of Kemp's triacid
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              808
_journal_page_last               811
_journal_paper_doi               10.1107/S0108270198018241
_journal_volume                  55
_journal_year                    1999
_chemical_formula_sum            'C22 H29 N O4'
_chemical_formula_weight         371.46
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 98.438(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.2852(4)
_cell_length_b                   11.4419(3)
_cell_length_c                   13.5434(4)
_cell_measurement_reflns_used    14594
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      26
_cell_measurement_theta_min      3
_cell_volume                     2036.42(10)
_computing_cell_refinement       'HKL (Otwinowski & Minor, 1997)'
_computing_data_collection       'Kappa-CCD Software (Nonius, 1997)'
_computing_data_reduction        HKL
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 18
_diffrn_measurement_device       'Nonius Kappa-CCD'
_diffrn_measurement_method       'φ rotation scans with 2° steps'
_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  0.036
_diffrn_reflns_av_sigmaI/netI    0.033
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14594
_diffrn_reflns_theta_max         26.36
_diffrn_reflns_theta_min         3.04
_diffrn_standards_decay_%        none
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Platelet
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.39
_refine_diff_density_min         -0.20
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.066
_refine_ls_goodness_of_fit_obs   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         4033
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.110
_refine_ls_restrained_S_obs      1.073
_refine_ls_R_factor_all          0.068
_refine_ls_R_factor_obs          .047
_refine_ls_shift/esd_max         <0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0468P)²+1.0733P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.123
_refine_ls_wR_factor_obs         .105
_reflns_number_observed          3191
_reflns_number_total             4059
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            bk1450.cif
_cod_data_source_block           1
_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:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0468P)^2^+1.0733P] where P = (Fo^2^+2Fc^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^(Fo^2^)+(0.0468P)^2^+1.0733P] where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2036(2)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2008441
_cod_database_fobs_code          2008441
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
N1 .74591(10) .19237(12) .02414(10) .0251(3) Uani d . 1 . N
O1 .76918(10) .31137(11) -.10464(9) .0317(3) Uani d . 1 . O
O2 .71245(10) .07725(11) .15215(9) .0330(3) Uani d . 1 . O
O3 .95628(10) .03681(10) .11449(9) .0347(3) Uani d . 1 . O
O4 .99819(10) .14577(11) -.01007(9) .0339(3) Uani d . 1 . O
C1 .79795(13) .25833(15) .20094(12) .0269(4) Uani d . 1 . C
C2 .78592(13) .37967(15) .15453(13) .0273(4) Uani d . 1 . C
H2A .81817 .43692 .20173 .033 Uiso calc R 1 . H
H2B .71420 .39892 .13949 .033 Uiso calc R 1 . H
C3 .83397(12) .38469(14) .05908(13) .0252(4) Uani d . 1 . C
C4 .94890(12) .35628(14) .08335(13) .0257(4) Uani d . 1 . C
H4A .97631 .35103 .02094 .031 Uiso calc R 1 . H
H4B .98243 .42132 .12061 .031 Uiso calc R 1 . H
C5 .97702(13) .24336(14) .14311(12) .0266(4) Uani d . 1 . C
C6 .91269(13) .23002(15) .22756(12) .0279(4) Uani d . 1 . C
H6A .94109 .28049 .28216 .033 Uiso calc R 1 . H
H6B .91927 .15016 .25168 .033 Uiso calc R 1 . H
C7 .74904(15) .2533(2) .29643(13) .0355(4) Uani d . 1 . C
H7A .7802 .3105 .3430 .053 Uiso calc R 1 . H
H7B .7587 .1768 .3255 .053 Uiso calc R 1 . H
H7C .6776 .2693 .2807 .053 Uiso calc R 1 . H
C8 .82191(14) .50660(15) .01189(14) .0303(4) Uani d . 1 . C
H8A .8588 .5625 .0561 .045 Uiso calc R 1 . H
H8B .7512 .5274 .0004 .045 Uiso calc R 1 . H
H8C .8483 .5062 -.0504 .045 Uiso calc R 1 . H
C9 .97479(12) .13683(15) .07541(12) .0264(4) Uani d . 1 . C
C10 1.09075(13) .2496(2) .18967(14) .0331(4) Uani d . 1 . C
H10A 1.1016 .3169 .2323 .050 Uiso calc R 1 . H
H10B 1.13218 .2556 .13746 .050 Uiso calc R 1 . H
H10C 1.1088 .1803 .2281 .050 Uiso calc R 1 . H
C11 .78143(12) .29638(14) -.01507(12) .0246(4) Uani d . 1 . C
C12 .74848(13) .16820(15) .12671(12) .0266(4) Uani d . 1 . C
C13 .69471(13) .10892(14) -.04726(12) .0253(4) Uani d . 1 . C
C14 .59043(13) .09616(14) -.05485(12) .0256(4) Uani d . 1 . C
H14 .55383 .14060 -.01491 .031 Uiso calc R 1 . H
C15 .54045(13) .01632(14) -.12270(12) .0261(4) Uani d . 1 . C
H15 .47050 .00644 -.12653 .031 Uiso calc R 1 . H
C16 .59349(13) -.04880(15) -.18476(12) .0258(4) Uani d . 1 . C
C17 .69855(13) -.0324(2) -.17714(13) .0293(4) Uani d . 1 . C
H17 .73511 -.0742 -.21890 .035 Uiso calc R 1 . H
C18 .74925(13) .0450(2) -.10842(13) .0290(4) Uani d . 1 . C
H18 .81939 .0541 -.10337 .035 Uiso calc R 1 . H
C19 .53923(14) -.13426(15) -.25942(13) .0300(4) Uani d . 1 . C
H19A .55524 -.11504 -.32512 .036 Uiso calc R 1 . H
H19B .46644 -.12462 -.26129 .036 Uiso calc R 1 . H
C20 .56632(15) -.2621(2) -.23738(13) .0337(4) Uani d . 1 . C
H20A .52933 -.3100 -.28965 .040 Uiso calc R 1 . H
H20B .63837 -.2727 -.23974 .040 Uiso calc R 1 . H
C21 .5431(2) -.3056(2) -.13735(14) .0402(5) Uani d . 1 . C
H21A .4748 -.2821 -.12884 .048 Uiso calc R 1 . H
H21B .5902 -.2701 -.08425 .048 Uiso calc R 1 . H
C22 .5520(2) -.4383(2) -.1298(2) .0570(6) Uani d . 1 . C
H22A .4987 -.4736 -.1757 .086 Uiso calc R 1 . H
H22B .5460 -.4625 -.0630 .086 Uiso calc R 1 . H
H22C .6168 -.4624 -.1459 .086 Uiso calc R 1 . H
H1 .9594 -.0263 .0695 .042 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 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 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
C12 N1 C11 125.02(14) no
C12 N1 C13 117.83(13) no
C11 N1 C13 116.91(13) no
C12 C1 C2 109.66(14) no
C12 C1 C7 109.69(14) no
C2 C1 C7 110.57(14) no
C12 C1 C6 109.10(14) no
C2 C1 C6 109.09(14) no
C7 C1 C6 108.71(14) no
C1 C2 C3 110.65(13) no
C11 C3 C2 109.05(13) no
C11 C3 C8 108.64(14) no
C2 C3 C8 110.90(14) no
C11 C3 C4 110.09(13) no
C2 C3 C4 109.55(14) no
C8 C3 C4 108.60(13) no
C5 C4 C3 116.29(13) no
C9 C5 C6 113.95(14) no
C9 C5 C4 111.90(14) no
C6 C5 C4 110.89(14) no
C9 C5 C10 102.32(13) no
C6 C5 C10 108.53(14) no
C4 C5 C10 108.74(14) no
C5 C6 C1 116.31(13) no
O4 C9 O3 122.6(2) no
O4 C9 C5 120.54(15) no
O3 C9 C5 116.60(14) no
O1 C11 N1 119.49(15) no
O1 C11 C3 123.25(15) no
N1 C11 C3 117.26(14) no
O2 C12 N1 119.51(15) no
O2 C12 C1 122.88(15) no
N1 C12 C1 117.61(14) no
C14 C13 C18 120.4(2) no
C14 C13 N1 119.00(15) no
C18 C13 N1 120.58(15) no
C13 C14 C15 119.6(2) no
C16 C15 C14 121.0(2) no
C15 C16 C17 118.23(15) no
C15 C16 C19 121.13(15) no
C17 C16 C19 120.6(2) no
C18 C17 C16 121.1(2) no
C17 C18 C13 119.6(2) no
C16 C19 C20 114.45(14) no
C21 C20 C19 114.6(2) no
C20 C21 C22 111.3(2) no
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
N1 C12 . 1.412(2) no
N1 C11 . 1.412(2) no
N1 C13 . 1.455(2) no
O1 C11 . 1.212(2) no
O2 C12 . 1.216(2) no
O3 C9 . 1.299(2) no
O4 C9 . 1.246(2) no
C1 C12 . 1.521(2) no
C1 C2 . 1.523(2) no
C1 C7 . 1.531(2) no
C1 C6 . 1.548(2) no
C2 C3 . 1.524(2) no
C3 C11 . 1.520(2) no
C3 C8 . 1.533(2) no
C3 C4 . 1.549(2) no
C4 C5 . 1.541(2) no
C5 C9 . 1.523(2) no
C5 C6 . 1.533(2) no
C5 C10 . 1.551(2) no
C13 C14 . 1.382(2) no
C13 C18 . 1.386(2) no
C14 C15 . 1.393(2) no
C15 C16 . 1.390(2) no
C16 C17 . 1.397(2) no
C16 C19 . 1.511(2) no
C17 C18 . 1.386(2) no
C19 C20 . 1.525(2) no
C20 C21 . 1.516(3) no
C21 C22 . 1.526(3) no
