#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:58:33 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202018 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/24/8102449.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8102449
loop_
_publ_author_name
'Tian-Pin Shu'
'Su-Zhen Chen'
'Dong-Guo Xia'
_publ_section_title
;
 Crystal structure of
 2-[(diisopropylcarbamoyl)methoxy]-N-benzyl-4-methylbenzamide,
 C23H30N2O3
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              485
_journal_volume                  224
_journal_year                    2009
_chemical_formula_moiety         'C23 H30 N2 O3'
_chemical_formula_sum            'C23 H30 N2 O3'
_chemical_formula_weight         382.49
_chemical_name_systematic
; 
2-[(diisopropylcarbamoyl)methoxy]-N-benzyl-4-methylbenzamide
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                116.285(5)
_cell_angle_beta                 105.502(5)
_cell_angle_gamma                90.731(5)
_cell_formula_units_Z            2
_cell_length_a                   9.540(4)
_cell_length_b                   10.913(5)
_cell_length_c                   12.039(5)
_cell_measurement_reflns_used    5284
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.40
_cell_measurement_theta_min      2.50
_cell_volume                     1070.4(8)
_computing_cell_refinement       'SMART(Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1998)'
_computing_publication_material  'SHELXTL (Bruker, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.950
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       'ω scans'
_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  0.0494
_diffrn_reflns_av_sigmaI/netI    0.0610
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8949
_diffrn_reflns_theta_full        27.78
_diffrn_reflns_theta_max         27.78
_diffrn_reflns_theta_min         1.98
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_T_min  0.967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XSCANS (Siemens, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.187
_exptl_crystal_density_meas      1.187
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       0.066(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         5064
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.1047
_refine_ls_R_factor_gt           0.0859
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1206P)²+0.7390P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2703
_refine_ls_wR_factor_ref         0.2378
_reflns_number_gt                3410
_reflns_number_total             5064
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2625.cff
_cod_data_source_block           shx97
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 1555 2011-01-17 13:19:09Z saulius 
;
_cod_database_code               8102449
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.2732(4) 0.1130(3) 0.1745(3) 0.0901(9) Uani 1 1 d . . .
O2 O 0.1411(4) 0.3397(2) 0.6057(2) 0.0781(9) Uani 1 1 d . . .
O3 O 0.1971(3) 0.4537(3) 0.4796(2) 0.0734(8) Uani 1 1 d . . .
N1 N 0.1815(3) 0.1824(3) 0.3423(3) 0.0654(8) Uani 1 1 d . . .
H1A H 0.1721 0.2510 0.4105 0.078 Uiso 1 1 calc R . .
N2 N 0.1702(3) 0.5310(2) 0.7950(2) 0.0485(6) Uani 1 1 d . . .
C1 C -0.1063(5) 0.0601(4) 0.3817(4) 0.0761(11) Uani 1 1 d . . .
H1B H -0.0455 0.0861 0.4656 0.091 Uiso 1 1 calc R . .
C2 C -0.2551(6) 0.0522(5) 0.3578(6) 0.0928(15) Uani 1 1 d . . .
H2A H -0.2953 0.0702 0.4249 0.111 Uiso 1 1 calc R . .
C3 C -0.3456(6) 0.0179(4) 0.2357(7) 0.0974(17) Uani 1 1 d . . .
H3A H -0.4466 0.0164 0.2207 0.117 Uiso 1 1 calc R . .
C4 C -0.2866(5) -0.0144(4) 0.1347(5) 0.0848(13) Uani 1 1 d . . .
H4A H -0.3482 -0.0393 0.0514 0.102 Uiso 1 1 calc R . .
C5 C -0.1389(5) -0.0097(3) 0.1570(4) 0.0654(9) Uani 1 1 d . . .
H5A H -0.0999 -0.0330 0.0884 0.079 Uiso 1 1 calc R . .
C6 C -0.0450(4) 0.0296(3) 0.2820(3) 0.0592(8) Uani 1 1 d . . .
C7 C 0.1186(5) 0.0425(4) 0.3086(4) 0.0721(10) Uani 1 1 d . . .
H7A H 0.1624 0.0218 0.3797 0.087 Uiso 1 1 calc R . .
H7B H 0.1415 -0.0241 0.2322 0.087 Uiso 1 1 calc R . .
C8 C 0.2529(4) 0.2069(4) 0.2709(3) 0.0576(8) Uani 1 1 d . . .
C9 C 0.3056(3) 0.3554(3) 0.3102(3) 0.0516(7) Uani 1 1 d . . .
C10 C 0.3800(4) 0.3774(4) 0.2338(4) 0.0674(9) Uani 1 1 d . . .
H10A H 0.3920 0.3014 0.1624 0.081 Uiso 1 1 calc R . .
C11 C 0.4357(4) 0.5065(5) 0.2601(4) 0.0727(10) Uani 1 1 d . . .
H11A H 0.4842 0.5162 0.2063 0.087 Uiso 1 1 calc R . .
C12 C 0.4211(4) 0.6236(4) 0.3658(4) 0.0627(9) Uani 1 1 d . . .
C13 C 0.3442(4) 0.6043(4) 0.4414(3) 0.0581(8) Uani 1 1 d . . .
H13A H 0.3321 0.6809 0.5125 0.070 Uiso 1 1 calc R . .
C14 C 0.2853(3) 0.4739(3) 0.4133(3) 0.0509(7) Uani 1 1 d . . .
C15 C 0.2059(4) 0.5519(3) 0.6072(3) 0.0539(7) Uani 1 1 d . . .
H15A H 0.1357 0.6153 0.6063 0.065 Uiso 1 1 calc R . .
H15B H 0.3040 0.6046 0.6537 0.065 Uiso 1 1 calc R . .
C16 C 0.1689(4) 0.4655(3) 0.6706(3) 0.0518(7) Uani 1 1 d . . .
C17 C 0.1371(4) 0.4482(3) 0.8578(3) 0.0542(8) Uani 1 1 d . . .
H17A H 0.1426 0.5148 0.9470 0.065 Uiso 1 1 calc R . .
C18 C -0.0191(5) 0.3691(5) 0.7943(4) 0.0811(12) Uani 1 1 d . . .
H18A H -0.0877 0.4316 0.7898 0.122 Uiso 1 1 calc R . .
H18B H -0.0397 0.3276 0.8450 0.122 Uiso 1 1 calc R . .
H18C H -0.0284 0.2982 0.7081 0.122 Uiso 1 1 calc R . .
C19 C 0.2526(5) 0.3572(4) 0.8694(5) 0.0797(11) Uani 1 1 d . . .
H19A H 0.3483 0.4123 0.9107 0.120 Uiso 1 1 calc R . .
H19B H 0.2477 0.2865 0.7843 0.120 Uiso 1 1 calc R . .
H19C H 0.2349 0.3152 0.9205 0.120 Uiso 1 1 calc R . .
C20 C 0.0714(5) 0.7398(4) 0.9205(4) 0.0757(11) Uani 1 1 d . . .
H20A H -0.0151 0.7103 0.8466 0.113 Uiso 1 1 calc R . .
H20B H 0.0914 0.8390 0.9654 0.113 Uiso 1 1 calc R . .
H20C H 0.0555 0.7061 0.9781 0.113 Uiso 1 1 calc R . .
C21 C 0.3395(5) 0.7287(5) 0.9890(5) 0.0890(13) Uani 1 1 d . . .
H21A H 0.4200 0.6913 0.9581 0.133 Uiso 1 1 calc R . .
H21B H 0.3255 0.6958 1.0478 0.133 Uiso 1 1 calc R . .
H21C H 0.3609 0.8278 1.0334 0.133 Uiso 1 1 calc R . .
C22 C 0.2010(4) 0.6831(3) 0.8751(3) 0.0520(7) Uani 1 1 d . . .
H22A H 0.2169 0.7227 0.8198 0.062 Uiso 1 1 calc R . .
C23 C 0.4816(5) 0.7658(5) 0.3939(5) 0.0874(13) Uani 1 1 d . . .
H23A H 0.5033 0.8274 0.4851 0.131 Uiso 1 1 calc R . .
H23B H 0.4101 0.7990 0.3451 0.131 Uiso 1 1 calc R . .
H23C H 0.5700 0.7619 0.3695 0.131 Uiso 1 1 calc R . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 O3 C15 122.0(3) . . ?
C8 N1 C7 122.4(3) . . ?
C8 N1 H1A 118.8 . . ?
C7 N1 H1A 118.8 . . ?
C16 N2 C22 123.8(2) . . ?
C16 N2 C17 119.1(2) . . ?
C22 N2 C17 117.0(2) . . ?
C2 C1 C6 120.5(4) . . ?
C2 C1 H1B 119.8 . . ?
C6 C1 H1B 119.8 . . ?
C1 C2 C3 120.4(5) . . ?
C1 C2 H2A 119.8 . . ?
C3 C2 H2A 119.8 . . ?
C2 C3 C4 119.9(5) . . ?
C2 C3 H3A 120.1 . . ?
C4 C3 H3A 120.1 . . ?
C5 C4 C3 120.1(4) . . ?
C5 C4 H4A 119.9 . . ?
C3 C4 H4A 119.9 . . ?
C4 C5 C6 120.5(4) . . ?
C4 C5 H5A 119.7 . . ?
C6 C5 H5A 119.7 . . ?
C1 C6 C5 118.5(4) . . ?
C1 C6 C7 120.7(4) . . ?
C5 C6 C7 120.8(3) . . ?
N1 C7 C6 111.0(3) . . ?
N1 C7 H7A 109.4 . . ?
C6 C7 H7A 109.4 . . ?
N1 C7 H7B 109.4 . . ?
C6 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
O1 C8 N1 121.9(3) . . ?
O1 C8 C9 120.2(3) . . ?
N1 C8 C9 117.9(3) . . ?
C10 C9 C14 116.3(3) . . ?
C10 C9 C8 116.4(3) . . ?
C14 C9 C8 127.2(3) . . ?
C11 C10 C9 122.4(3) . . ?
C11 C10 H10A 118.8 . . ?
C9 C10 H10A 118.8 . . ?
C10 C11 C12 121.2(3) . . ?
C10 C11 H11A 119.4 . . ?
C12 C11 H11A 119.4 . . ?
C11 C12 C13 117.4(3) . . ?
C11 C12 C23 121.1(3) . . ?
C13 C12 C23 121.5(4) . . ?
C14 C13 C12 121.4(3) . . ?
C14 C13 H13A 119.3 . . ?
C12 C13 H13A 119.3 . . ?
O3 C14 C13 122.1(3) . . ?
O3 C14 C9 116.6(3) . . ?
C13 C14 C9 121.1(3) . . ?
O3 C15 C16 104.6(2) . . ?
O3 C15 H15A 110.8 . . ?
C16 C15 H15A 110.8 . . ?
O3 C15 H15B 110.8 . . ?
C16 C15 H15B 110.8 . . ?
H15A C15 H15B 108.9 . . ?
O2 C16 N2 122.7(3) . . ?
O2 C16 C15 118.6(3) . . ?
N2 C16 C15 118.7(3) . . ?
N2 C17 C19 111.9(3) . . ?
N2 C17 C18 112.6(3) . . ?
C19 C17 C18 113.0(3) . . ?
N2 C17 H17A 106.2 . . ?
C19 C17 H17A 106.2 . . ?
C18 C17 H17A 106.2 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C22 C20 H20A 109.5 . . ?
C22 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C22 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N2 C22 C21 112.0(3) . . ?
N2 C22 C20 111.6(3) . . ?
C21 C22 C20 110.9(3) . . ?
N2 C22 H22A 107.3 . . ?
C21 C22 H22A 107.3 . . ?
C20 C22 H22A 107.3 . . ?
C12 C23 H23A 109.5 . . ?
C12 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C12 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.228(4) . ?
O2 C16 1.223(4) . ?
O3 C14 1.379(4) . ?
O3 C15 1.410(4) . ?
N1 C8 1.337(5) . ?
N1 C7 1.467(5) . ?
N1 H1A 0.8600 . ?
N2 C16 1.340(4) . ?
N2 C22 1.480(4) . ?
N2 C17 1.488(4) . ?
C1 C2 1.365(7) . ?
C1 C6 1.386(5) . ?
C1 H1B 0.9300 . ?
C2 C3 1.368(8) . ?
C2 H2A 0.9300 . ?
C3 C4 1.382(7) . ?
C3 H3A 0.9300 . ?
C4 C5 1.358(6) . ?
C4 H4A 0.9300 . ?
C5 C6 1.396(5) . ?
C5 H5A 0.9300 . ?
C6 C7 1.499(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.508(5) . ?
C9 C10 1.396(5) . ?
C9 C14 1.401(4) . ?
C10 C11 1.365(6) . ?
C10 H10A 0.9300 . ?
C11 C12 1.389(6) . ?
C11 H11A 0.9300 . ?
C12 C13 1.392(5) . ?
C12 C23 1.504(5) . ?
C13 C14 1.381(5) . ?
C13 H13A 0.9300 . ?
C15 C16 1.539(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C17 C19 1.512(5) . ?
C17 C18 1.525(5) . ?
C17 H17A 0.9800 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C22 1.514(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.511(5) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9800 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653964
