#------------------------------------------------------------------------------
#$Date: 2023-01-25 11:30:24 +0200 (Wed, 25 Jan 2023) $
#$Revision: 280587 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/65/8106581.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_8106581
loop_
_publ_author_name
'Zhao, Chun-Shen'
'Wu, Ming-Yuan'
'Li, Fei'
'Liu, Li'
'Le, Yi'
_publ_section_title
;
 Crystal structure of methyl 2-acetamido-5-chlorbenzoate, C10H10ClNO3
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              493
_journal_page_last               494
_journal_paper_doi               10.1515/ncrs-2016-0336
_journal_volume                  232
_journal_year                    2017
_chemical_formula_sum            'C10 H10 Cl N O3'
_chemical_formula_weight         227.64
_space_group_IT_number           72
_space_group_name_Hall           '-I 2 2c'
_space_group_name_H-M_alt        'I b a m'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'I b a m'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   16.124(5)
_cell_length_b                   19.588(5)
_cell_length_c                   6.8155(18)
_cell_measurement_reflns_used    1093
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.54
_cell_measurement_theta_min      3.27
_cell_volume                     2152.6(10)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  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  0.0455
_diffrn_reflns_av_sigmaI/netI    0.0249
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            6797
_diffrn_reflns_theta_full        25.13
_diffrn_reflns_theta_max         25.13
_diffrn_reflns_theta_min         1.64
_exptl_absorpt_coefficient_mu    0.341
_exptl_absorpt_correction_T_max  0.9412
_exptl_absorpt_correction_T_min  0.9288
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.180
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     93
_refine_ls_number_reflns         1062
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0570
_refine_ls_R_factor_gt           0.0424
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0623P)²+0.8715P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1065
_refine_ls_wR_factor_ref         0.1186
_reflns_number_gt                807
_reflns_number_total             1062
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_ncrs-2016-0336_suppl.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Orthorhombic' was changed
to 'orthorhombic' in accordance with the built-in table derived from
the CIF Core dictionary named 'cif_core.dic' version 2.4.5 last
updated on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_original_sg_symbol_H-M      Ibam
_cod_database_code               8106581
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-x+1, y+1, -z+1/2'
'x+1, -y+1, -z+1/2'
'-x, -y, -z'
'x, y, -z'
'x-1/2, -y-1/2, z'
'-x-1/2, y-1/2, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y+1/2, -z+1/2'
'x, -y, z+1/2'
'-x, y, z+1/2'
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
C1 C 1.08454(17) 0.12754(15) 0.0000 0.0490(7) Uani 1 2 d S . .
C2 C 0.99954(17) 0.12583(13) 0.0000 0.0452(7) Uani 1 2 d S . .
H2 H 0.9720 0.0841 0.0000 0.054 Uiso 1 2 calc SR . .
C3 C 0.95419(15) 0.18665(13) 0.0000 0.0420(6) Uani 1 2 d S . .
C4 C 0.99611(18) 0.24971(13) 0.0000 0.0424(6) Uani 1 2 d S . .
C5 C 1.08301(18) 0.24924(15) 0.0000 0.0508(7) Uani 1 2 d S . .
H5 H 1.1118 0.2904 0.0000 0.061 Uiso 1 2 calc SR . .
C6 C 1.12626(17) 0.18874(16) 0.0000 0.0523(8) Uani 1 2 d S . .
H6 H 1.1839 0.1892 0.0000 0.063 Uiso 1 2 calc SR . .
C7 C 0.9769(2) 0.37648(14) 0.0000 0.0545(8) Uani 1 2 d S . .
C8 C 0.9078(2) 0.42768(17) 0.0000 0.0726(10) Uani 1 2 d S . .
H8A H 0.9251 0.4679 0.0694 0.109 Uiso 0.50 1 calc PR . .
H8B H 0.8601 0.4084 0.0633 0.109 Uiso 0.50 1 calc PR . .
H8C H 0.8941 0.4395 -0.1328 0.109 Uiso 0.50 1 calc PR . .
C9 C 0.86205(16) 0.18266(15) 0.0000 0.0472(7) Uani 1 2 d S . .
C10 C 0.74602(18) 0.1100(2) 0.0000 0.1026(17) Uani 1 2 d S . .
H10A H 0.7244 0.1212 0.1272 0.154 Uiso 0.50 1 calc PR . .
H10B H 0.7329 0.0634 -0.0305 0.154 Uiso 0.50 1 calc PR . .
H10C H 0.7217 0.1395 -0.0967 0.154 Uiso 0.50 1 calc PR . .
Cl1 Cl 1.13951(5) 0.05102(5) 0.0000 0.0782(4) Uani 1 2 d S . .
N1 N 0.95027(14) 0.31016(12) 0.0000 0.0526(7) Uani 1 2 d S . .
H1 H 0.8973 0.3049 0.0000 0.063 Uiso 1 2 calc SR . .
O2 O 0.81563(12) 0.23088(11) 0.0000 0.0640(7) Uani 1 2 d S . .
O3 O 1.04934(14) 0.39303(11) 0.0000 0.0766(8) Uani 1 2 d S . .
O4 O 0.83563(12) 0.11894(11) 0.0000 0.0736(8) Uani 1 2 d S . .
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'
Cl Cl 0.1484 0.1585 '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
C2 C1 C6 120.7(3) . .
C2 C1 Cl1 119.2(2) . .
C6 C1 Cl1 120.1(2) . .
C1 C2 C3 120.1(3) . .
C2 C3 C4 119.8(2) . .
C2 C3 C9 118.5(2) . .
C4 C3 C9 121.7(2) . .
N1 C4 C5 122.3(3) . .
N1 C4 C3 119.3(2) . .
C5 C4 C3 118.3(3) . .
C6 C5 C4 120.8(3) . .
C5 C6 C1 120.2(3) . .
O3 C7 N1 123.8(3) . .
O3 C7 C8 122.5(3) . .
N1 C7 C8 113.7(3) . .
O2 C9 O4 122.8(2) . .
O2 C9 C3 125.4(3) . .
O4 C9 C3 111.9(2) . .
C7 N1 C4 129.7(3) . .
C9 O4 C10 115.8(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.371(4) .
C1 C6 1.375(4) .
C1 Cl1 1.741(3) .
C2 C3 1.398(3) .
C3 C4 1.408(4) .
C3 C9 1.488(4) .
C4 N1 1.396(3) .
C4 C5 1.401(4) .
C5 C6 1.375(4) .
C7 O3 1.212(3) .
C7 N1 1.368(3) .
C7 C8 1.499(4) .
C9 O2 1.205(3) .
C9 O4 1.319(3) .
C10 O4 1.456(3) .
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C6 C1 C2 C3 0.0 . . . .
Cl1 C1 C2 C3 180.0 . . . .
C1 C2 C3 C4 0.0 . . . .
C1 C2 C3 C9 180.0 . . . .
C2 C3 C4 N1 180.0 . . . .
C9 C3 C4 N1 0.0 . . . .
C2 C3 C4 C5 0.0 . . . .
C9 C3 C4 C5 180.0 . . . .
N1 C4 C5 C6 180.0 . . . .
C3 C4 C5 C6 0.0 . . . .
C4 C5 C6 C1 0.0 . . . .
C2 C1 C6 C5 0.0 . . . .
Cl1 C1 C6 C5 180.0 . . . .
C2 C3 C9 O2 180.0 . . . .
C4 C3 C9 O2 0.0 . . . .
C2 C3 C9 O4 0.0 . . . .
C4 C3 C9 O4 180.0 . . . .
O3 C7 N1 C4 0.0 . . . .
C8 C7 N1 C4 180.0 . . . .
C5 C4 N1 C7 0.0 . . . .
C3 C4 N1 C7 180.0 . . . .
O2 C9 O4 C10 0.0 . . . .
C3 C9 O4 C10 180.0 . . . .
