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#$Date: 2022-11-08 21:24:16 +0200 (Tue, 08 Nov 2022) $
#$Revision: 279109 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/42/2244210.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_2244210
loop_
_publ_author_name
'El Mestehdi, Aly Dawa'
'Abba, Moctar'
'El Housseine, Mohamed Lemine'
'Ould Hadou, Abderrahmane'
'Barry, Aliou Hamady'
'Ould Elemine, Brahim'
'Jelsch, Christian'
'Gaye, Mohamed'
_publ_section_title
;
 Synthesis, crystal structure and Hirshfeld surface analysis of
 tert-butyl N-acetylcarbamate
;
_journal_coeditor_code           ZV2015
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1072
_journal_page_last               1076
_journal_paper_doi               10.1107/S2056989022009483
_journal_volume                  78
_journal_year                    2022
_chemical_formula_iupac          'C7 H13 N O3'
_chemical_formula_moiety         'C7 H13 N O3'
_chemical_formula_sum            'C7 H13 N O3'
_chemical_formula_weight         159.18
_chemical_name_systematic
;
tert-Butyl N-acetylcarbamate
;
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'SHELXL and MoPro-v21'
_cell_angle_alpha                90.00
_cell_angle_beta                 98.771(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.0404(6)
_cell_length_b                   8.6114(7)
_cell_length_c                   17.6110(17)
_cell_measurement_reflns_used    4200
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.6423
_cell_measurement_theta_min      2.4120
_cell_volume                     905.35(15)
_computing_cell_refinement
;
SAINT (Bruker, 2016)
;
_computing_data_collection
;
APEX3 (Bruker, 2016)
;
_computing_data_reduction
;
SAINT (Bruker, 2016)
;
_computing_molecular_graphics
;
MoPro (Jelsch et al.,  2005)
;
_computing_publication_material
;
MoPro (Jelsch et al.,  2005)
;
_computing_structure_refinement
;
MoPro (Jelsch et al.,  2005)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker Kappa CCD'
_diffrn_measurement_method       CCD
_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  0.035
_diffrn_reflns_av_sigmaI/netI    0.02642
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2405
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         2.64
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.168
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.16
_refine_diff_density_min         -0.17
_refine_ls_extinction_coef       0.51132
_refine_ls_extinction_method     'Isotropic Gaussian'
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         2059
_refine_ls_number_restraints     31
_refine_ls_restrained_S_all      10.437
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0338
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'calc w =1/[4.4*σ²(Fo²)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0707
_refine_ls_wR_factor_ref         0.0716
_reflns_number_gt                1627
_reflns_number_total             2059
_reflns_threshold_expression     'I > 2 σ(I)'
_cod_data_source_file            zv2015sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2244210
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.38211(11) 0.355396(15) 0.40123(4) 0.05484(14) Uani d 1 . .
O O2 0.63464(12) 0.29985(8) 0.32233(4) 0.06801(17) Uani d 1 . .
O O3 0.73388(12) -0.08048(8) 0.46784(4) 0.06574(16) Uani d 1 . .
N N1 0.57479(13) 0.14069(8) 0.42246(5) 0.05046(16) Uani d 1 . .
H H1 0.474(2) 0.1271(16) 0.4629(7) 0.08754 Uani calc 1 . .
C C5 0.54053(15) 0.27070(10) 0.37571(5) 0.04754(17) Uani d 1 . .
C C6 0.73373(15) 0.02549(11) 0.42216(6) 0.05121(18) Uani d 1 . .
C C1 0.30097(15) 0.50254(10) 0.36327(6) 0.05446(18) Uani d 1 . .
C C7 0.89889(19) 0.03248(14) 0.36770(7) 0.0716(3) Uani d 1 . .
H H7A 1.0210(16) -0.0607(14) 0.3829(8) 0.10454 Uani calc 1 . .
H H7B 0.9899(18) 0.1427(14) 0.3755(9) 0.11089 Uani calc 1 . .
H H7C 0.818(2) 0.0353(17) 0.3076(6) 0.11503 Uani calc 1 . .
C C4 0.18467(19) 0.46831(14) 0.28329(7) 0.0740(3) Uani d 1 . .
H H4A 0.3039(17) 0.4270(16) 0.2468(6) 0.10880 Uani calc 1 . .
H H4B 0.106(2) 0.5761(14) 0.2597(8) 0.11611 Uani calc 1 . .
H H4C 0.0505(16) 0.3836(15) 0.2852(8) 0.11411 Uani calc 1 . .
C C3 0.4904(2) 0.61607(13) 0.36559(8) 0.0758(2) Uani d 1 . .
H H3A 0.578(2) 0.6274(16) 0.4245(8) 0.11708 Uani calc 1 . .
H H3B 0.419(2) 0.7310(12) 0.3505(9) 0.12094 Uani calc 1 . .
H H3C 0.6142(17) 0.5881(15) 0.3283(7) 0.10779 Uani calc 1 . .
C C2 0.1345(2) 0.55587(15) 0.41419(8) 0.0822(3) Uani d 1 . .
H H2A 0.0073(16) 0.4648(14) 0.4127(9) 0.11714 Uani calc 1 . .
H H2B 0.054(2) 0.6620(14) 0.3891(8) 0.12347 Uani calc 1 . .
H H2C 0.232(2) 0.5828(17) 0.4703(7) 0.12492 Uani calc 1 . .
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
'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177'
H H 0.0000 0.0000
'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177'
N N 0.0061 0.0033
'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177'
O O 0.0106 0.0060
'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C5 O1 C1 . . . 121.38(6) ?
C5 N1 C6 . . . 128.22(7) ?
C5 N1 H1 . . . 117.3(7) ?
C6 N1 H1 . . . 114.4(7) ?
O1 C5 O2 . . . 126.91(8) ?
O1 C5 N1 . . . 106.93(7) ?
O2 C5 N1 . . . 126.15(7) ?
O3 C6 N1 . . . 117.82(7) ?
O3 C6 C7 . . . 121.61(8) ?
N1 C6 C7 . . . 120.57(8) ?
O1 C1 C3 . . . 110.28(7) ?
O1 C1 C4 . . . 109.28(7) ?
O1 C1 C2 . . . 101.29(7) ?
C3 C1 C4 . . . 113.48(8) ?
C3 C1 C2 . . . 110.99(9) ?
C4 C1 C2 . . . 110.85(9) ?
C6 C7 H7C . . . 112.4(7) ?
C6 C7 H7A . . . 107.8(6) ?
C6 C7 H7B . . . 109.1(7) ?
H7C C7 H7A . . . 115.8(9) ?
H7C C7 H7B . . . 104.0(10) ?
H7A C7 H7B . . . 107.3(8) ?
C1 C4 H4C . . . 110.1(7) ?
C1 C4 H4A . . . 111.0(6) ?
C1 C4 H4B . . . 107.6(6) ?
H4C C4 H4A . . . 111.0(10) ?
H4C C4 H4B . . . 107.3(10) ?
H4A C4 H4B . . . 110.0(10) ?
C1 C3 H3C . . . 115.4(7) ?
C1 C3 H3B . . . 108.2(6) ?
C1 C3 H3A . . . 109.8(7) ?
H3C C3 H3B . . . 109.0(10) ?
H3C C3 H3A . . . 108.3(10) ?
H3B C3 H3A . . . 105.0(10) ?
C1 C2 H2C . . . 106.5(7) ?
C1 C2 H2B . . . 107.8(8) ?
C1 C2 H2A . . . 107.1(7) ?
H2C C2 H2B . . . 109.3(10) ?
H2C C2 H2A . . . 117.0(10) ?
H2B C2 H2A . . . 108.8(10) ?
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 C5 . 1.3344(11) ?
O1 C1 . 1.4808(9) ?
O2 C5 . 1.1970(11) ?
O3 C6 . 1.2164(11) ?
N1 C5 . 1.3864(12) ?
N1 C6 . 1.3811(12) ?
N1 H1 . 1.013(8) ?
C6 C7 . 1.4868(15) ?
C1 C3 . 1.5009(14) ?
C1 C4 . 1.5042(15) ?
C1 C2 . 1.5170(16) ?
C7 H7C . 1.09500 ?
C7 H7A . 1.09500 ?
C7 H7B . 1.09500 ?
C4 H4C . 1.09500 ?
C4 H4A . 1.09500 ?
C4 H4B . 1.09500 ?
C3 H3C . 1.09500 ?
C3 H3B . 1.09500 ?
C3 H3A . 1.09500 ?
C2 H2C . 1.09500 ?
C2 H2B . 1.09500 ?
C2 H2A . 1.09500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C4 H4A O2 1 1.095 2.479 3.0651(14) 112.16
C3 H3C O2 1 1.095 2.489 2.9928(15) 106.68
N1 H1 O3 3_656 1.013(8) 1.920(9) 2.9285(11) 173.1(2)
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C5 N1 C6 . . . . -174.66(12) ?
O1 C5 N1 H1 . . . . 4.0(10) ?
O1 C1 C3 H3C . . . . 71.1(8) ?
O1 C1 C3 H3B . . . . -166.1(9) ?
O1 C1 C3 H3A . . . . -51.6(9) ?
O1 C1 C4 H4C . . . . 55.5(7) ?
O1 C1 C4 H4A . . . . -67.8(7) ?
O1 C1 C4 H4B . . . . 172.1(9) ?
O1 C1 C2 H2C . . . . 66.4(7) ?
O1 C1 C2 H2B . . . . -176.4(7) ?
O1 C1 C2 H2A . . . . -59.4(7) ?
O2 C5 O1 C1 . . . . 0.45(12) ?
O2 C5 N1 C6 . . . . 5.90(14) ?
O2 C5 N1 H1 . . . . -175.0(10) ?
O3 C6 N1 C5 . . . . -179.23(13) ?
O3 C6 N1 H1 . . . . 2.0(10) ?
O3 C6 C7 H7C . . . . 121.4(9) ?
O3 C6 C7 H7A . . . . -7.4(8) ?
O3 C6 C7 H7B . . . . -123.6(8) ?
N1 C5 O1 C1 . . . . -178.99(12) ?
N1 C6 C7 H7C . . . . -58.8(8) ?
N1 C6 C7 H7A . . . . 172.4(8) ?
N1 C6 C7 H7B . . . . 56.1(8) ?
H1 N1 C6 C7 . . . . -178.0(10) ?
C5 O1 C1 C3 . . . . -60.18(11) ?
C5 O1 C1 C4 . . . . 65.21(11) ?
C5 O1 C1 C2 . . . . -177.77(12) ?
C5 N1 C6 C7 . . . . 1.01(14) ?
C4 C1 C3 H3C . . . . -51.9(7) ?
C4 C1 C3 H3B . . . . 70.9(7) ?
C4 C1 C3 H3A . . . . -174.6(9) ?
C4 C1 C2 H2C . . . . -177.8(9) ?
C4 C1 C2 H2B . . . . -60.5(7) ?
C4 C1 C2 H2A . . . . 56.4(8) ?
H4A C4 C1 C3 . . . . 56.0(10) ?
H4A C4 C1 C2 . . . . -179.0(10) ?
H4B C4 C1 C3 . . . . -64.0(10) ?
H4B C4 C1 C2 . . . . 61.0(10) ?
H4C C4 C1 C3 . . . . 179.0(10) ?
H4C C4 C1 C2 . . . . -55.0(10) ?
C3 C1 C2 H2C . . . . -50.7(7) ?
C3 C1 C2 H2B . . . . 66.5(8) ?
C3 C1 C2 H2A . . . . -176.5(8) ?
H3A C3 C1 C2 . . . . 60.0(10) ?
H3B C3 C1 C2 . . . . -55.0(10) ?
H3C C3 C1 C2 . . . . -177.0(10) ?
