#------------------------------------------------------------------------------
#$Date: 2017-01-19 18:22:45 +0200 (Thu, 19 Jan 2017) $
#$Revision: 190732 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/34/2003495.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_2003495
loop_
_publ_author_name
'Chiaroni, A.'
'Riche, C.'
'Dumas, F.'
'Potin, D.'
'd'Angelo, J.'
_publ_section_title
;
 (+-)-3-Methyl-1,1-diphenyl-2-butyl 3-Acetamidocrotonate and its
 Hydrogenation Product
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              967
_journal_page_last               970
_journal_paper_doi               10.1107/S0108270193007383
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source
;
from chemical synthesis
;
_chemical_formula_moiety         'C23 H29 N O3'
_chemical_formula_sum            'C23 H29 N O3'
_chemical_formula_weight         367.49
_chemical_name_systematic
;
(+-)-3-methyl-1-diphenyl-2-butyl 3-acetamidobutanoate
;
_space_group_IT_number           56
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ab 2ac'
_symmetry_space_group_name_H-M   'P c c n'
_atom_type_scat_source
'International_Tables_for_X-ray_Crystallography (1974'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   22.41(3)
_cell_length_b                   20.76(2)
_cell_length_c                   9.195(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      13.6
_cell_measurement_theta_min      6.6
_cell_volume                     4278(8)
_computing_data_collection       'Enraf-Nonius CAD-4 software'
_computing_data_reduction        'NONIUS (Riche, 1989)'
_computing_molecular_graphics    'R3M  (Riche, 1983);  ORTEP (Johnson, 1965)'
_computing_publication_material  'ACTACIF (Riche, 1992)'
_computing_structure_refinement  'SHELX76   (Sheldrick, 1976)'
_computing_structure_solution    'SHELXS86  (Sheldrick, 1985)'
_diffrn_ambient_temperature      293
_diffrn_measurement_device       'Nonius CAD4 diffractometer'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3651
_diffrn_reflns_theta_max         65.43
_diffrn_reflns_theta_min         2.13
_diffrn_standards_decay_%        10
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.56
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.14
_exptl_crystal_description       prism
_exptl_crystal_F_000             1584.00
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.34
_refine_diff_density_min         -0.35
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.05
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         1256
_refine_ls_R_factor_obs          0.105
_refine_ls_shift/esd_max         0.06
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) +  0.0204F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.145
_reflns_number_observed          1281
_reflns_number_total             3651
_reflns_observed_criterion       refl_observed_if_I_>_3.0_sigma(I)
_cod_data_source_file            pa1050.cif
_cod_data_source_block           butyrate
_cod_depositor_comments
;
 Adding the _atom_site_type_symbol data item.

 Antanas Vaitkus,
 2017-01-19

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value ' calc w = 1/[\s^2^(F) +
0.0204F^2^]' 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) + 0.0204F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        4278.(8)
_cod_original_formula_sum        'C23 H29 N O3 '
_cod_database_code               2003495
loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
1/2-x,1/2-y,+z
1/2+x,-y,1/2-z
-x,1/2+y,1/2-z
-x,-y,-z
1/2+x,1/2+y,-z
1/2-x,+y,1/2+z
+x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_type_symbol
_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_calc_attached_atom
C1 C 0.6051(5) 0.0537(5) 0.0262(13) 0.058(12) Uani ? ?
C2 C 0.6526(5) 0.1006(5) -0.0226(13) 0.065(13) Uani ? ?
C3 C 0.7144(4) 0.0720(5) -0.0524(11) 0.052(11) Uani ? ?
C4 C 0.7112(5) 0.0161(6) -0.1588(14) 0.087(16) Uani ? ?
N5 N 0.7531(3) 0.1226(4) -0.1137(8) 0.047(8) Uani ? ?
C6 C 0.7863(4) 0.1594(5) -0.0245(14) 0.057(13) Uani ? ?
O7 O 0.7886(3) 0.1567(4) 0.1064(9) 0.077(10) Uani ? ?
C8 C 0.8249(4) 0.2085(5) -0.1091(12) 0.058(12) Uani ? ?
O9 O 0.5589(3) 0.0473(4) -0.0323(9) 0.083(10) Uani ? ?
O10 O 0.6229(2) 0.0226(3) 0.1475(7) 0.050(7) Uani ? ?
C11 C 0.5796(4) -0.0203(4) 0.2182(10) 0.040(10) Uani ? ?
C12 C 0.5578(4) 0.0110(5) 0.3547(10) 0.053(11) Uani ? ?
C13 C 0.5263(5) 0.0741(5) 0.3295(12) 0.074(14) Uani ? ?
C14 C 0.6067(5) 0.0180(6) 0.4705(12) 0.076(14) Uani ? ?
C15 C 0.6085(4) -0.0865(4) 0.2326(9) 0.039(9) Uani ? ?
C16 C 0.6326(4) -0.1133(4) 0.0899(11) 0.041(10) Uani ? ?
C17 C 0.5966(4) -0.1162(5) -0.0351(13) 0.052(11) Uani ? ?
C18 C 0.6184(5) -0.1437(6) -0.1611(12) 0.065(13) Uani ? ?
C19 C 0.6730(6) -0.1688(6) -0.1677(14) 0.072(15) Uani ? ?
C20 C 0.7103(6) -0.1684(6) -0.0430(17) 0.084(17) Uani ? ?
C21 C 0.6886(5) -0.1392(6) 0.0854(13) 0.070(14) Uani ? ?
C22 C 0.5692(4) -0.1355(4) 0.3091(10) 0.042(10) Uani ? ?
C23 C 0.5914(4) -0.1719(5) 0.4199(12) 0.054(12) Uani ? ?
C24 C 0.5560(6) -0.2188(5) 0.4901(11) 0.067(14) Uani ? ?
C25 C 0.4985(6) -0.2286(5) 0.4413(13) 0.067(14) Uani ? ?
C26 C 0.4760(5) -0.1925(5) 0.3327(13) 0.064(14) Uani ? ?
C27 C 0.5105(5) -0.1454(4) 0.2656(11) 0.054(12) Uani ? ?
H2a H 0.65710 0.13406 0.05493 0.072 Uiso calc C2
H2b H 0.63841 0.12166 -0.11412 0.072 Uiso calc C2
H3 H 0.73080 0.05533 0.04145 0.057 Uiso calc C3
H4a H 0.75224 -0.00130 -0.17563 0.096 Uiso calc C4
H4b H 0.68522 -0.01853 -0.11789 0.096 Uiso calc C4
H4c H 0.69416 0.03149 -0.25316 0.096 Uiso calc C4
HN5 H 0.75463 0.12962 -0.22121 0.051 Uiso calc N5
H8a H 0.81762 0.20347 -0.21583 0.064 Uiso calc C8
H8b H 0.81392 0.25325 -0.07865 0.064 Uiso calc C8
H8c H 0.86799 0.20069 -0.08769 0.064 Uiso calc C8
H11 H 0.54238 -0.02779 0.16044 0.044 Uiso calc C11
H12 H 0.52725 -0.01961 0.39355 0.058 Uiso calc C12
H13a H 0.51300 0.09232 0.42485 0.081 Uiso calc C13
H13b H 0.55420 0.10505 0.28126 0.081 Uiso calc C13
H13c H 0.49077 0.06697 0.26574 0.081 Uiso calc C13
H14a H 0.58960 0.03918 0.55900 0.083 Uiso calc C14
H14b H 0.62231 -0.02553 0.49711 0.083 Uiso calc C14
H14c H 0.63991 0.04499 0.43125 0.083 Uiso calc C14
H15 H 0.64377 -0.07857 0.29668 0.043 Uiso calc C15
H17 H 0.55516 -0.09829 -0.03283 0.057 Uiso calc C17
H18 H 0.59245 -0.14481 -0.24956 0.072 Uiso calc C18
H19 H 0.68780 -0.18785 -0.26080 0.080 Uiso calc C19
H20 H 0.75094 -0.18823 -0.04589 0.092 Uiso calc C20
H21 H 0.71450 -0.13754 0.17390 0.077 Uiso calc C21
H23 H 0.63353 -0.16520 0.45221 0.060 Uiso calc C23
H24 H 0.57230 -0.24428 0.57337 0.073 Uiso calc C24
H25 H 0.47332 -0.26284 0.48710 0.074 Uiso calc C25
H26 H 0.43394 -0.19974 0.29982 0.070 Uiso calc C26
H27 H 0.49300 -0.11856 0.18597 0.060 Uiso calc C27
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
1 1 3
1 4 4
2 -4 2
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
C2 C1 O9 123.9(10) yes
C2 C1 O10 110.2(8) yes
O9 C1 O10 125.8(10) yes
C1 C2 C3 116.0(9) yes
C2 C3 C4 111.7(8) yes
C2 C3 N5 108.8(8) yes
C4 C3 N5 109.0(8) yes
C3 N5 C6 119.9(8) yes
N5 C6 O7 127.3(10) yes
N5 C6 C8 112.2(9) yes
O7 C6 C8 120.6(9) yes
C1 O10 C11 117.5(7) yes
O10 C11 C12 108.9(7) yes
O10 C11 C15 107.7(7) yes
C12 C11 C15 117.2(7) yes
C11 C12 C13 113.7(8) yes
C11 C12 C14 113.0(8) yes
C13 C12 C14 111.0(8) yes
C11 C15 C16 113.9(7) yes
C11 C15 C22 113.5(7) yes
C16 C15 C22 111.1(7) yes
C15 C16 C17 121.1(8) yes
C15 C16 C21 119.7(8) yes
C17 C16 C21 119.0(9) yes
C16 C17 C18 120.1(9) yes
C17 C18 C19 121.7(11) yes
C18 C19 C20 120.2(12) yes
C19 C20 C21 118.4(11) yes
C16 C21 C20 120.7(10) yes
C15 C22 C23 120.5(8) yes
C15 C22 C27 120.9(8) yes
C23 C22 C27 118.6(9) yes
C22 C23 C24 121.3(9) yes
C23 C24 C25 118.6(10) yes
C24 C25 C26 120.6(11) yes
C25 C26 C27 120.8(10) yes
C22 C27 C26 120.1(9) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.512(14) yes
C1 O9 1.173(13) yes
C1 O10 1.350(13) yes
C2 C3 1.531(13) yes
C3 C4 1.518(16) yes
C3 N5 1.475(12) yes
N5 C6 1.345(13) yes
C6 O7 1.207(15) yes
C6 C8 1.547(14) yes
O10 C11 1.468(10) yes
C11 C12 1.495(13) yes
C11 C15 1.524(12) yes
C12 C13 1.506(15) yes
C12 C14 1.535(15) yes
C15 C16 1.524(13) yes
C15 C22 1.519(12) yes
C16 C17 1.406(14) yes
C16 C21 1.367(13) yes
C17 C18 1.380(16) yes
C18 C19 1.332(17) yes
C19 C20 1.418(19) yes
C20 C21 1.413(18) yes
C22 C23 1.362(13) yes
C22 C27 1.391(13) yes
C23 C24 1.411(15) yes
C24 C25 1.380(19) yes
C25 C26 1.347(16) yes
C26 C27 1.391(14) yes
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
O10 C1 C2 C3 57.2(9) yes
C1 C2 C3 C4 53.5(10) yes
C1 C2 C3 N5 173.9(11) yes
C2 C3 N5 C6 90.7(10) yes
C3 N5 C6 O7 -0.4(9) yes
C3 N5 C6 C8 178.6(12) yes
C2 C1 O10 C11 174.1(11) yes
C1 O10 C11 C12 -106.7(9) yes
C1 O10 C11 C15 125.3(9) yes
O10 C11 C12 C13 61.3(8) yes
O10 C11 C12 C14 -66.4(9) yes
O10 C11 C15 C16 -53.6(7) yes
O10 C11 C15 C22 178.0(9) yes
C11 C15 C16 C17 -51.7(8) yes
C11 C15 C16 C21 133.1(11) yes
C11 C15 C22 C23 -130.9(10) yes
C11 C15 C22 C27 50.6(8) yes
