#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/04/7150480.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_7150480
loop_
_publ_author_name
'Crampton, Michael R.'
'Emokpae, Thomas A.'
'Howard, Judith A. K.'
'Isanbor, Chukwuemeka'
'Mondal, Raju'
_publ_section_title
;
 Kinetic and equilibrium studies of σ-adduct formation and
 nucleophilic substitution in the reactions of
 2-phenoxy-3,5-dinitropyridine and 2-ethoxy-3,5-dinitropyridine with
 aliphatic amines in dipolar aprotic solventsElectronic supplementary
 information (ESI) available: Tables 10--15. See
 http://www.rsc.org/suppdata/ob/b2/b211639c/
;
_journal_issue                   6
_journal_name_full               'Organic &  Biomolecular Chemistry'
_journal_page_first              1004
_journal_paper_doi               10.1039/b211639c
_journal_volume                  1
_journal_year                    2003
_chemical_formula_sum            'C7 H7 N3 O5'
_chemical_formula_weight         213.16
_chemical_name_systematic
; 
2-Ethoxyl-3,5-dinitropyridine 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 102.4540(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.4904(4)
_cell_length_b                   16.7850(11)
_cell_length_c                   8.2216(5)
_cell_measurement_reflns_used    4987
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      28.9645
_cell_measurement_theta_min      2.427
_cell_volume                     874.60(10)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'smart 1k CCD area detector'
_diffrn_measurement_method       '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  0.0646
_diffrn_reflns_av_sigmaI/netI    0.0369
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            9025
_diffrn_reflns_theta_full        28.99
_diffrn_reflns_theta_max         28.99
_diffrn_reflns_theta_min         2.43
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.619
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       Needle
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2316
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0378
_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)+(0.0464P)²+0.2900P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0959
_refine_ls_wR_factor_ref         0.1010
_reflns_number_gt                1979
_reflns_number_total             2316
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b211639c.txt
_cod_data_source_block           raju242
_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 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        874.60(9)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7150480
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_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
O5 O 0.47942(13) 0.13321(5) 0.52097(10) 0.01858(19) Uani 1 1 d . . .
N2 N 0.55215(16) 0.22678(6) 0.82012(13) 0.0185(2) Uani 1 1 d . . .
O4 O -0.04781(15) 0.13519(6) 1.06445(12) 0.0286(2) Uani 1 1 d . . .
O1 O 0.70101(13) 0.22458(5) 0.75054(12) 0.0237(2) Uani 1 1 d . . .
O3 O -0.20862(14) 0.04454(6) 0.89654(12) 0.0256(2) Uani 1 1 d . . .
N1 N 0.19957(15) 0.06847(6) 0.58920(12) 0.0181(2) Uani 1 1 d . . .
N3 N -0.06835(16) 0.09440(6) 0.93861(12) 0.0194(2) Uani 1 1 d . . .
C2 C 0.38045(17) 0.16908(6) 0.77228(14) 0.0160(2) Uani 1 1 d . . .
C4 C 0.08208(17) 0.10555(7) 0.83244(14) 0.0170(2) Uani 1 1 d . . .
O2 O 0.53819(15) 0.27393(6) 0.93101(13) 0.0299(2) Uani 1 1 d . . .
C3 C 0.24064(18) 0.16170(7) 0.87550(14) 0.0170(2) Uani 1 1 d . . .
C5 C 0.06690(18) 0.05958(7) 0.69121(15) 0.0185(2) Uani 1 1 d . . .
C1 C 0.35321(17) 0.12264(7) 0.62525(14) 0.0155(2) Uani 1 1 d . . .
C6 C 0.42438(19) 0.09208(7) 0.36097(15) 0.0189(2) Uani 1 1 d . . .
C7 C 0.5858(2) 0.11673(8) 0.26465(17) 0.0243(3) Uani 1 1 d . . .
H6A H 0.426(2) 0.0357(9) 0.3817(19) 0.021(4) Uiso 1 1 d . . .
H6B H 0.281(2) 0.1087(9) 0.3068(18) 0.017(3) Uiso 1 1 d . . .
H3 H 0.251(2) 0.1949(10) 0.970(2) 0.025(4) Uiso 1 1 d . . .
H5 H -0.038(2) 0.0203(10) 0.662(2) 0.025(4) Uiso 1 1 d . . .
H7A H 0.562(3) 0.0867(10) 0.161(2) 0.033(4) Uiso 1 1 d . . .
H7B H 0.573(3) 0.1728(11) 0.234(2) 0.028(4) Uiso 1 1 d . . .
H7C H 0.727(3) 0.1026(12) 0.330(2) 0.037(5) Uiso 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O5 0.0189(4) 0.0218(4) 0.0165(4) -0.0022(3) 0.0071(3) -0.0023(3)
N2 0.0179(4) 0.0172(4) 0.0195(5) 0.0001(4) 0.0020(4) -0.0018(4)
O4 0.0304(5) 0.0373(6) 0.0213(5) -0.0091(4) 0.0129(4) -0.0058(4)
O1 0.0191(4) 0.0260(5) 0.0270(5) -0.0003(4) 0.0070(4) -0.0046(3)
O3 0.0232(4) 0.0283(5) 0.0274(5) -0.0021(4) 0.0102(4) -0.0078(4)
N1 0.0206(5) 0.0166(4) 0.0178(5) -0.0018(4) 0.0056(4) -0.0014(4)
N3 0.0195(5) 0.0224(5) 0.0172(5) 0.0007(4) 0.0062(4) 0.0001(4)
C2 0.0158(5) 0.0148(5) 0.0168(5) 0.0006(4) 0.0024(4) -0.0009(4)
C4 0.0173(5) 0.0180(5) 0.0168(5) 0.0015(4) 0.0061(4) 0.0007(4)
O2 0.0303(5) 0.0293(5) 0.0313(5) -0.0145(4) 0.0091(4) -0.0097(4)
C3 0.0188(5) 0.0171(5) 0.0146(5) -0.0010(4) 0.0025(4) 0.0013(4)
C5 0.0197(5) 0.0170(5) 0.0189(5) -0.0006(4) 0.0046(4) -0.0025(4)
C1 0.0164(5) 0.0144(5) 0.0163(5) 0.0015(4) 0.0045(4) 0.0024(4)
C6 0.0217(6) 0.0203(6) 0.0157(5) -0.0015(4) 0.0060(4) 0.0001(4)
C7 0.0263(6) 0.0290(6) 0.0201(6) 0.0006(5) 0.0106(5) -0.0008(5)
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
C1 O5 C6 117.15(9) . . ?
O1 N2 O2 124.01(10) . . ?
O1 N2 C2 119.05(10) . . ?
O2 N2 C2 116.92(10) . . ?
C5 N1 C1 119.29(10) . . ?
O4 N3 O3 123.88(10) . . ?
O4 N3 C4 118.06(10) . . ?
O3 N3 C4 118.07(10) . . ?
C3 C2 C1 119.95(10) . . ?
C3 C2 N2 117.32(10) . . ?
C1 C2 N2 122.72(10) . . ?
C5 C4 C3 120.68(11) . . ?
C5 C4 N3 119.83(10) . . ?
C3 C4 N3 119.49(10) . . ?
C2 C3 C4 117.18(11) . . ?
N1 C5 C4 121.88(11) . . ?
O5 C1 N1 119.09(10) . . ?
O5 C1 C2 119.97(10) . . ?
N1 C1 C2 120.93(10) . . ?
O5 C6 C7 106.38(10) . . ?
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
O5 C1 1.3193(13) . ?
O5 C6 1.4601(14) . ?
N2 O1 1.2250(13) . ?
N2 O2 1.2253(14) . ?
N2 C2 1.4647(14) . ?
O4 N3 1.2237(13) . ?
O3 N3 1.2301(13) . ?
N1 C5 1.3337(15) . ?
N1 C1 1.3347(15) . ?
N3 C4 1.4552(14) . ?
C2 C3 1.3752(16) . ?
C2 C1 1.4171(16) . ?
C4 C5 1.3798(16) . ?
C4 C3 1.3840(16) . ?
C6 C7 1.5011(17) . ?
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
_geom_torsion_publ_flag
O1 N2 C2 C3 166.28(10) . . . . ?
O2 N2 C2 C3 -12.52(15) . . . . ?
O1 N2 C2 C1 -14.61(16) . . . . ?
O2 N2 C2 C1 166.58(11) . . . . ?
O4 N3 C4 C5 178.69(11) . . . . ?
O3 N3 C4 C5 -1.31(16) . . . . ?
O4 N3 C4 C3 -0.58(16) . . . . ?
O3 N3 C4 C3 179.42(10) . . . . ?
C1 C2 C3 C4 2.63(16) . . . . ?
N2 C2 C3 C4 -178.24(10) . . . . ?
C5 C4 C3 C2 -0.18(17) . . . . ?
N3 C4 C3 C2 179.08(10) . . . . ?
C1 N1 C5 C4 0.81(17) . . . . ?
C3 C4 C5 N1 -1.62(18) . . . . ?
N3 C4 C5 N1 179.12(10) . . . . ?
C6 O5 C1 N1 8.04(15) . . . . ?
C6 O5 C1 C2 -171.30(10) . . . . ?
C5 N1 C1 O5 -177.60(10) . . . . ?
C5 N1 C1 C2 1.73(16) . . . . ?
C3 C2 C1 O5 175.81(10) . . . . ?
N2 C2 C1 O5 -3.28(16) . . . . ?
C3 C2 C1 N1 -3.52(16) . . . . ?
N2 C2 C1 N1 177.40(10) . . . . ?
C1 O5 C6 C7 177.61(10) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 256617
