#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/28/8102805.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_8102805
loop_
_publ_author_name
'Lina Lin'
'Weiyu Wu'
'Jian Zhou'
'Banfeng Ruan'
_publ_section_title
;
 Crystal structure of (E)-2-(isopropyliminomethyl)-4-nitrophenol,
 C10H12N2O3
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              565
_journal_volume                  225
_journal_year                    2010
_chemical_formula_moiety         'C10 H12 N2 O3'
_chemical_formula_sum            'C10 H12 N2 O3'
_chemical_formula_weight         208.22
_chemical_name_systematic
; 
(E)-2-((isopropylimino)methyl)-4-nitrophenol, 
C₁₀H₁₂N₂O₃
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.654(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.113(3)
_cell_length_b                   5.7871(16)
_cell_length_c                   16.225(5)
_cell_measurement_reflns_used    1828
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.89
_cell_measurement_theta_min      2.58
_cell_volume                     1014.0(5)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0776
_diffrn_reflns_av_sigmaI/netI    0.0559
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            6212
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.58
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.547
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         1995
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0576
_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)+(0.0635P)²+0.4851P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1460
_refine_ls_wR_factor_ref         0.1550
_reflns_number_gt                1592
_reflns_number_total             1995
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-3123.cff
_cod_data_source_block           091121am
_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 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               8102805
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, 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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.82575(17) 0.7470(3) 0.42935(10) 0.0419(5) Uani 1 4 e d . . .
N2 N 0.46746(18) 0.9122(4) 0.65207(12) 0.0496(5) Uani 1 4 e d . . .
O1 O 0.89171(15) 1.0869(3) 0.54128(10) 0.0542(5) Uani 1 4 e d . . .
H1 H 0.8876 1.0222 0.4957 0.081 Uiso 1 4 e calc R . .
O2 O 0.40299(18) 0.7449(4) 0.62405(12) 0.0719(6) Uani 1 4 e d . . .
O3 O 0.43921(17) 1.0457(4) 0.70292(12) 0.0676(6) Uani 1 4 e d . . .
C1 C 0.7132(2) 0.8569(4) 0.53266(12) 0.0395(5) Uani 1 4 e d . . .
C2 C 0.79440(19) 1.0494(4) 0.56533(12) 0.0400(5) Uani 1 4 e d . . .
C3 C 0.7550(2) 1.1932(4) 0.62571(13) 0.0461(6) Uani 1 4 e d . . .
H3A H 0.8021 1.3226 0.6465 0.055 Uiso 1 4 e calc R . .
C4 C 0.6518(2) 1.1486(4) 0.65391(13) 0.0435(5) Uani 1 4 e d . . .
H4 H 0.6296 1.2458 0.6935 0.052 Uiso 1 4 e calc R . .
C5 C 0.57831(19) 0.9549(4) 0.62314(12) 0.0402(5) Uani 1 4 e d . . .
C6 C 0.6082(2) 0.8145(4) 0.56334(13) 0.0431(5) Uani 1 4 e d . . .
H6 H 0.5578 0.6889 0.5428 0.052 Uiso 1 4 e calc R . .
C7 C 0.7343(2) 0.7209(4) 0.46463(13) 0.0433(5) Uani 1 4 e d . . .
H7 H 0.6778 0.6040 0.4440 0.052 Uiso 1 4 e calc R . .
C8 C 0.8364(2) 0.6198(4) 0.35245(13) 0.0454(6) Uani 1 4 e d . . .
H8 H 0.7568 0.5447 0.3282 0.055 Uiso 1 4 e calc R . .
C9 C 0.8621(2) 0.7907(5) 0.28865(14) 0.0543(6) Uani 1 4 e d . . .
H9A H 0.7972 0.9041 0.2767 0.081 Uiso 1 4 e calc R . .
H9B H 0.8654 0.7111 0.2373 0.081 Uiso 1 4 e calc R . .
H9C H 0.9399 0.8658 0.3113 0.081 Uiso 1 4 e calc R . .
C10 C 0.9345(3) 0.4340(4) 0.37605(17) 0.0619(7) Uani 1 4 e d . . .
H10A H 1.0129 0.5043 0.4011 0.093 Uiso 1 4 e calc R . .
H10B H 0.9406 0.3506 0.3261 0.093 Uiso 1 4 e calc R . .
H10C H 0.9124 0.3295 0.4160 0.093 Uiso 1 4 e 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
C7 N1 C8 123.09(18) . . ?
O3 N2 O2 121.9(2) . . ?
O3 N2 C5 119.12(19) . . ?
O2 N2 C5 119.00(19) . . ?
C2 O1 H1 109.5 . . ?
C6 C1 C7 119.07(19) . . ?
C6 C1 C2 120.33(18) . . ?
C7 C1 C2 120.43(19) . . ?
O1 C2 C3 122.6(2) . . ?
O1 C2 C1 121.82(19) . . ?
C3 C2 C1 115.59(18) . . ?
C4 C3 C2 122.7(2) . . ?
C4 C3 H3A 118.7 . . ?
C2 C3 H3A 118.7 . . ?
C3 C4 C5 119.9(2) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C6 C5 C4 120.55(19) . . ?
C6 C5 N2 120.0(2) . . ?
C4 C5 N2 119.38(19) . . ?
C5 C6 C1 120.9(2) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
N1 C7 C1 125.0(2) . . ?
N1 C7 H7 117.5 . . ?
C1 C7 H7 117.5 . . ?
N1 C8 C9 108.60(18) . . ?
N1 C8 C10 109.67(19) . . ?
C9 C8 C10 113.4(2) . . ?
N1 C8 H8 108.3 . . ?
C9 C8 H8 108.3 . . ?
C10 C8 H8 108.3 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 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
N1 C7 1.288(3) . ?
N1 C8 1.477(3) . ?
N2 O3 1.224(2) . ?
N2 O2 1.226(3) . ?
N2 C5 1.439(3) . ?
O1 C2 1.252(2) . ?
O1 H1 0.8200 . ?
C1 C6 1.394(3) . ?
C1 C7 1.420(3) . ?
C1 C2 1.453(3) . ?
C2 C3 1.430(3) . ?
C3 C4 1.357(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.407(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.365(3) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.507(3) . ?
C8 C10 1.515(4) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
