# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4-NO2-SP-HCl4
_database_code_depnum_ccdc_archive 'CCDC 975097'
_audit_update_record             
;
2015-04-18 deposited with the CCDC.
2015-06-25 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C13 H17 Cl N2 O5'
_chemical_formula_moiety         'C13 H17 Cl N2 O5'
_chemical_formula_weight         316.74
_chemical_melting_point          ?
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_space_group_IT_number           19
loop_
_symmetry_equiv_pos_site_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   6.7596(4)
_cell_length_b                   14.2927(6)
_cell_length_c                   16.0445(7)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     1550.11(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7352
_cell_measurement_theta_min      3.09
_cell_measurement_theta_max      68.18
_cell_measurement_temperature    123
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664.00
_exptl_absorpt_coefficient_mu    2.398
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.673
_exptl_absorpt_correction_T_max  0.887

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      123
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            15589
_diffrn_reflns_av_R_equivalents  0.0826
_diffrn_reflns_theta_max         68.244
_diffrn_reflns_theta_min         5.515
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             2780
_reflns_number_gt                1649
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1260
_refine_ls_R_factor_gt           0.0911
_refine_ls_wR_factor_ref         0.2706
_refine_ls_wR_factor_gt          0.2306
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         2780
_refine_ls_number_parameters     198
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1557P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.89
_refine_diff_density_min         -0.28
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
 Flack x determined using 431 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.40(3)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.3639 0.7018
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.8586(4) 1.11118(18) 0.71866(17) 0.0841(10) Uani 1 4 d . . .
O1 O 0.8647(10) 0.2979(4) 1.2484(4) 0.0695(17) Uani 1 4 d . . .
O2 O 0.8513(9) 0.4004(4) 1.3468(4) 0.0654(16) Uani 1 4 d . . .
O3 O 0.9030(14) 0.9024(7) 0.6219(5) 0.112(3) Uani 1 4 d . . .
O4 O 1.1776(14) 0.7568(7) 0.6146(6) 0.130(4) Uani 1 4 d . . .
O5 O 1.5617(14) 0.8159(5) 0.5487(5) 0.112(3) Uani 1 4 d . . .
N1 N 0.8726(11) 0.9645(4) 0.8535(4) 0.0512(16) Uani 1 4 d . . .
N2 N 0.8630(9) 0.3799(4) 1.2740(4) 0.0412(14) Uani 1 4 d . . .
C1 C 0.8848(12) 0.8744(5) 0.8290(5) 0.0454(18) Uani 1 4 d . . .
C2 C 0.8894(12) 0.8050(5) 0.8874(4) 0.0472(18) Uani 1 4 d . . .
C3 C 0.8766(11) 0.8268(5) 0.9732(4) 0.0385(16) Uani 1 4 d . . .
C4 C 0.8665(13) 0.9212(5) 0.9946(5) 0.0518(18) Uani 1 4 d . . .
C5 C 0.8674(12) 0.9890(5) 0.9350(5) 0.0468(17) Uani 1 4 d . . .
C6 C 0.8753(11) 0.7566(5) 1.0388(5) 0.0490(18) Uani 1 4 d . . .
C7 C 0.8789(11) 0.6650(5) 1.0266(5) 0.0445(17) Uani 1 4 d . . .
C8 C 0.8749(12) 0.5934(5) 1.0927(5) 0.0512(18) Uani 1 4 d . . .
C9 C 0.8673(12) 0.5007(5) 1.0686(5) 0.0485(18) Uani 1 4 d . . .
C10 C 0.8633(13) 0.4290(6) 1.1264(6) 0.061(2) Uani 1 4 d . . .
C11 C 0.8634(13) 0.4529(5) 1.2116(5) 0.053(2) Uani 1 4 d . . .
C12 C 0.8737(12) 0.5450(6) 1.2378(6) 0.058(2) Uani 1 4 d . . .
C13 C 0.8776(11) 0.6167(5) 1.1768(5) 0.0469(18) Uani 1 4 d . . .
H1A H 0.89021 0.85941 0.77134 0.0545 Uiso 1 4 calc R . .
H1 H 0.86796 1.00866 0.81537 0.0615 Uiso 1 4 calc R . .
H2 H 0.90132 0.74159 0.87028 0.0566 Uiso 1 4 calc R . .
H3 H 1.367(9) 0.806(3) 0.565(3) 0.016(13) Uiso 1 4 d . . .
H4 H 0.85896 0.93852 1.05171 0.0622 Uiso 1 4 calc R . .
H5 H 0.86424 1.0531 0.95048 0.0561 Uiso 1 4 calc R . .
H6 H 0.87154 0.7781 1.09478 0.0588 Uiso 1 4 calc R . .
H7 H 0.88447 0.6436 0.97055 0.0534 Uiso 1 4 calc R . .
H9 H 0.86485 0.4858 1.01089 0.0582 Uiso 1 4 calc R . .
H10 H 0.86057 0.36545 1.10913 0.0728 Uiso 1 4 calc R . .
H12 H 0.87806 0.55983 1.29553 0.0695 Uiso 1 4 calc R . .
H13 H 0.88202 0.68046 1.19329 0.0563 Uiso 1 4 calc R . .
H15 H 1.005(11) 0.963(5) 0.626(5) 0.04(2) Uiso 1 4 d . . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXS2013 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL2013 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O1 N2 1.241(8) yes . .
O2 N2 1.206(8) yes . .
N1 C1 1.348(10) yes . .
N1 C5 1.354(10) yes . .
N2 C11 1.447(10) yes . .
C1 C2 1.366(10) yes . .
C2 C3 1.415(10) yes . .
C3 C4 1.393(10) yes . .
C3 C6 1.454(10) yes . .
C4 C5 1.361(10) yes . .
C6 C7 1.324(10) yes . .
C7 C8 1.474(10) yes . .
C8 C9 1.381(10) yes . .
C8 C13 1.390(11) yes . .
C9 C10 1.381(11) yes . .
C10 C11 1.410(12) yes . .
C11 C12 1.383(11) yes . .
C12 C13 1.418(11) yes . .
O3 H15 1.11(8) no . .
O5 H3 1.35(6) no . .
N1 H1 0.880 no . .
C1 H1A 0.950 no . .
C2 H2 0.950 no . .
C4 H4 0.950 no . .
C5 H5 0.950 no . .
C6 H6 0.950 no . .
C7 H7 0.950 no . .
C9 H9 0.950 no . .
C10 H10 0.950 no . .
C12 H12 0.950 no . .
C13 H13 0.950 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C1 N1 C5 122.0(6) yes . . .
O1 N2 O2 123.4(6) yes . . .
O1 N2 C11 116.9(6) yes . . .
O2 N2 C11 119.6(6) yes . . .
N1 C1 C2 119.7(7) yes . . .
C1 C2 C3 120.4(7) yes . . .
C2 C3 C4 117.1(6) yes . . .
C2 C3 C6 123.5(6) yes . . .
C4 C3 C6 119.4(6) yes . . .
C3 C4 C5 121.0(7) yes . . .
N1 C5 C4 119.6(6) yes . . .
C3 C6 C7 125.2(7) yes . . .
C6 C7 C8 125.4(7) yes . . .
C7 C8 C9 117.7(7) yes . . .
C7 C8 C13 122.1(6) yes . . .
C9 C8 C13 120.2(7) yes . . .
C8 C9 C10 121.6(7) yes . . .
C9 C10 C11 118.1(7) yes . . .
N2 C11 C10 119.8(6) yes . . .
N2 C11 C12 118.4(7) yes . . .
C10 C11 C12 121.7(8) yes . . .
C11 C12 C13 118.6(8) yes . . .
C8 C13 C12 119.8(7) yes . . .
C1 N1 H1 118.978 no . . .
C5 N1 H1 118.983 no . . .
N1 C1 H1A 120.168 no . . .
C2 C1 H1A 120.172 no . . .
C1 C2 H2 119.794 no . . .
C3 C2 H2 119.793 no . . .
C3 C4 H4 119.493 no . . .
C5 C4 H4 119.480 no . . .
N1 C5 H5 120.176 no . . .
C4 C5 H5 120.180 no . . .
C3 C6 H6 117.421 no . . .
C7 C6 H6 117.422 no . . .
C6 C7 H7 117.288 no . . .
C8 C7 H7 117.289 no . . .
C8 C9 H9 119.205 no . . .
C10 C9 H9 119.213 no . . .
C9 C10 H10 120.932 no . . .
C11 C10 H10 120.933 no . . .
C11 C12 H12 120.713 no . . .
C13 C12 H12 120.727 no . . .
C8 C13 H13 120.087 no . . .
C12 C13 H13 120.105 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C1 N1 C5 C4 -2.6(11) no . . . .
C5 N1 C1 C2 0.9(11) no . . . .
O1 N2 C11 C10 0.7(10) no . . . .
O1 N2 C11 C12 -176.1(6) no . . . .
O2 N2 C11 C10 -175.7(6) no . . . .
O2 N2 C11 C12 7.5(10) no . . . .
N1 C1 C2 C3 1.5(11) no . . . .
C1 C2 C3 C4 -2.2(11) no . . . .
C1 C2 C3 C6 178.3(6) no . . . .
C2 C3 C4 C5 0.5(11) no . . . .
C2 C3 C6 C7 -2.4(12) no . . . .
C4 C3 C6 C7 178.1(7) no . . . .
C6 C3 C4 C5 -180.0(6) no . . . .
C3 C4 C5 N1 1.8(12) no . . . .
C3 C6 C7 C8 -179.1(6) no . . . .
C6 C7 C8 C9 176.1(7) no . . . .
C6 C7 C8 C13 -3.6(12) no . . . .
C7 C8 C9 C10 180.0(6) no . . . .
C7 C8 C13 C12 -179.9(6) no . . . .
C9 C8 C13 C12 0.4(11) no . . . .
C13 C8 C9 C10 -0.3(12) no . . . .
C8 C9 C10 C11 1.2(12) no . . . .
C9 C10 C11 N2 -178.8(7) no . . . .
C9 C10 C11 C12 -2.1(12) no . . . .
N2 C11 C12 C13 178.9(6) no . . . .
C10 C11 C12 C13 2.1(12) no . . . .
C11 C12 C13 C8 -1.2(11) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
O1 C10 2.711(10) no . .
O1 C12 3.536(10) no . .
O2 C10 3.561(11) no . .
O2 C12 2.711(10) no . .
N1 C3 2.750(9) no . .
C1 C4 2.743(11) no . .
C2 C5 2.742(10) no . .
C2 C7 2.999(10) no . .
C6 C13 2.984(10) no . .
C8 C11 2.770(11) no . .
C9 C12 2.789(12) no . .
C10 C13 2.803(11) no . .
Cl1 O2 3.590(6) no . 2_467
Cl1 O2 3.496(6) no . 2_567
Cl1 O3 3.376(10) no . .
Cl1 O4 3.398(10) no . 3_756
Cl1 N1 3.015(7) no . .
Cl1 N2 3.355(7) no . 2_467
Cl1 N2 3.414(7) no . 2_567
O1 C1 3.253(10) no . 4_665
O1 C2 3.175(10) no . 4_665
O1 C13 3.344(9) no . 3_747
O2 Cl1 3.496(6) no . 2_467
O2 Cl1 3.590(6) no . 2_567
O2 C2 3.419(9) no . 4_665
O2 C3 3.581(9) no . 3_747
O2 C4 3.194(10) no . 3_747
O2 C6 3.318(9) no . 3_747
O2 C7 3.408(10) no . 4_665
O3 Cl1 3.376(10) no . .
O3 O4 2.792(14) no . .
O3 O5 2.869(13) no . 1_455
O3 C1 3.349(10) no . .
O4 Cl1 3.398(10) no . 3_746
O4 O3 2.792(14) no . .
O4 O5 2.928(13) no . .
O4 O5 2.925(12) no . 2_466
O5 O3 2.869(13) no . 1_655
O5 O4 2.928(13) no . .
O5 O4 2.925(12) no . 2_566
O5 C5 3.366(10) no . 4_774
N1 Cl1 3.015(7) no . .
N1 C8 3.570(11) no . 2_467
N1 C8 3.599(11) no . 2_567
N1 C13 3.575(10) no . 2_467
N2 Cl1 3.414(7) no . 2_467
N2 Cl1 3.355(7) no . 2_567
C1 O1 3.253(10) no . 4_664
C1 O3 3.349(10) no . .
C1 C8 3.573(11) no . 2_567
C1 C13 3.432(11) no . 2_467
C1 C13 3.334(11) no . 2_567
C2 O1 3.175(10) no . 4_664
C2 O2 3.419(9) no . 4_664
C3 O2 3.581(9) no . 3_757
C3 C6 3.598(10) no . 2_467
C3 C6 3.580(10) no . 2_567
C3 C7 3.367(11) no . 2_467
C3 C7 3.397(11) no . 2_567
C4 O2 3.194(10) no . 3_757
C4 C7 3.535(11) no . 2_467
C5 O5 3.366(10) no . 4_775
C5 C8 3.559(11) no . 2_467
C5 C9 3.384(11) no . 2_467
C5 C9 3.383(11) no . 2_567
C6 O2 3.318(9) no . 3_757
C6 C3 3.580(10) no . 2_467
C6 C3 3.598(10) no . 2_567
C7 O2 3.408(10) no . 4_664
C7 C3 3.397(11) no . 2_467
C7 C3 3.367(11) no . 2_567
C7 C4 3.535(11) no . 2_567
C8 N1 3.599(11) no . 2_467
C8 N1 3.570(11) no . 2_567
C8 C1 3.573(11) no . 2_467
C8 C5 3.559(11) no . 2_567
C9 C5 3.383(11) no . 2_467
C9 C5 3.384(11) no . 2_567
C13 O1 3.344(9) no . 3_757
C13 N1 3.575(10) no . 2_567
C13 C1 3.334(11) no . 2_467
C13 C1 3.432(11) no . 2_567
O1 H10 2.4349 no . .
O2 H12 2.4290 no . .
N1 H2 3.2025 no . .
N1 H4 3.2030 no . .
N2 H10 2.6540 no . .
N2 H12 2.5973 no . .
C1 H5 3.2156 no . .
C2 H1 3.1355 no . .
C2 H4 3.2613 no . .
C2 H6 3.3518 no . .
C2 H7 2.6649 no . .
C3 H1A 3.2741 no . .
C3 H5 3.2557 no . .
C3 H7 2.6197 no . .
C4 H1 3.1361 no . .
C4 H2 3.2596 no . .
C4 H6 2.6011 no . .
C5 H1A 3.2167 no . .
C6 H2 2.7177 no . .
C6 H4 2.6110 no . .
C6 H13 2.7077 no . .
C7 H2 2.7406 no . .
C7 H9 2.5748 no . .
C7 H13 2.6842 no . .
C8 H6 2.6409 no . .
C8 H10 3.2694 no . .
C8 H12 3.2895 no . .
C9 H7 2.5811 no . .
C9 H13 3.2585 no . .
C10 H12 3.2973 no . .
C11 H9 3.2544 no . .
C11 H13 3.2678 no . .
C12 H10 3.2948 no . .
C13 H6 2.6563 no . .
C13 H7 3.3315 no . .
C13 H9 3.2543 no . .
H1A H1 2.2521 no . .
H1A H2 2.3155 no . .
H1 H5 2.2591 no . .
H2 H7 2.1360 no . .
H4 H5 2.3068 no . .
H4 H6 2.3962 no . .
H6 H7 2.7706 no . .
H6 H13 2.1097 no . .
H7 H9 2.3502 no . .
H9 H10 2.3333 no . .
H12 H13 2.3800 no . .
Cl1 H1 2.1351 no . .
Cl1 H2 2.8538 no . 3_756
Cl1 H4 3.1373 no . 4_674
Cl1 H6 2.9791 no . 4_674
Cl1 H7 3.5280 no . 3_756
Cl1 H13 3.4176 no . 4_674
Cl1 H15 2.76(8) no . .
O1 H1A 2.8564 no . 4_665
O1 H2 2.7154 no . 4_665
O1 H6 3.0962 no . 3_747
O1 H13 2.5735 no . 3_747
O2 H2 2.6793 no . 4_665
O2 H4 2.6045 no . 3_747
O2 H6 2.7284 no . 3_747
O2 H7 2.6229 no . 4_665
O2 H9 3.4223 no . 4_665
O2 H15 3.08(8) no . 2_467
O3 H1A 2.4769 no . .
O3 H1 3.4636 no . .
O3 H3 3.55(6) no . .
O3 H4 3.0936 no . 4_674
O3 H5 3.3514 no . 4_674
O3 H9 2.9018 no . 3_756
O3 H12 3.5152 no . 2_567
O4 H1A 3.5003 no . .
O4 H3 1.66(6) no . .
O4 H5 3.1055 no . 3_746
O4 H10 3.5781 no . 4_764
O4 H12 3.2842 no . 2_567
O4 H13 3.4950 no . 2_567
O4 H15 3.18(8) no . .
O5 H3 3.26(6) no . 2_566
O5 H4 3.5506 no . 4_774
O5 H5 2.4974 no . 4_774
O5 H10 2.8173 no . 4_764
O5 H12 3.3079 no . 2_567
N2 H2 2.9307 no . 4_665
N2 H4 3.4716 no . 3_747
N2 H6 3.1250 no . 3_747
N2 H7 3.5848 no . 4_665
N2 H13 3.3717 no . 3_747
C1 H13 3.5065 no . 2_467
C1 H13 3.4696 no . 2_567
C1 H15 3.59(8) no . .
C2 H6 3.4802 no . 2_567
C2 H13 3.5785 no . 2_567
C3 H7 3.4726 no . 2_467
C3 H7 3.5743 no . 2_567
C4 H7 3.4333 no . 2_467
C5 H9 3.5245 no . 2_467
C5 H9 3.4918 no . 2_567
C6 H2 3.5205 no . 2_467
C9 H5 3.4998 no . 2_467
C9 H5 3.4591 no . 2_567
C9 H15 3.28(8) no . 3_746
C10 H1 3.5887 no . 2_467
C11 H1 3.4211 no . 2_467
C11 H1 3.4816 no . 2_567
C12 H1A 3.5454 no . 2_467
C12 H1 3.5326 no . 2_567
C12 H15 3.32(8) no . 2_467
C13 H1A 3.4151 no . 2_467
C13 H1A 3.5801 no . 2_567
H1A O1 2.8564 no . 4_664
H1A O3 2.4769 no . .
H1A O4 3.5003 no . .
H1A C12 3.5454 no . 2_567
H1A C13 3.5801 no . 2_467
H1A C13 3.4151 no . 2_567
H1A H13 3.5280 no . 2_467
H1A H13 3.4203 no . 2_567
H1A H15 2.8706 no . .
H1 Cl1 2.1351 no . .
H1 O3 3.4636 no . .
H1 C10 3.5887 no . 2_567
H1 C11 3.4816 no . 2_467
H1 C11 3.4211 no . 2_567
H1 C12 3.5326 no . 2_467
H1 H15 3.2393 no . .
H2 Cl1 2.8538 no . 3_746
H2 O1 2.7154 no . 4_664
H2 O2 2.6793 no . 4_664
H2 N2 2.9307 no . 4_664
H2 C6 3.5205 no . 2_567
H2 H6 3.2398 no . 2_567
H2 H13 3.5833 no . 2_567
H3 O3 3.55(6) no . .
H3 O4 1.66(6) no . .
H3 O5 3.26(6) no . 2_466
H3 H5 3.2788 no . 4_774
H3 H9 3.2517 no . 3_756
H3 H10 3.3079 no . 3_756
H3 H10 3.1421 no . 4_764
H3 H12 2.9434 no . 2_567
H3 H15 3.47(9) no . .
H4 Cl1 3.1373 no . 4_675
H4 O2 2.6045 no . 3_757
H4 O3 3.0936 no . 4_675
H4 O5 3.5506 no . 4_775
H4 N2 3.4716 no . 3_757
H4 H7 3.4340 no . 2_467
H4 H12 3.4890 no . 3_757
H4 H15 3.0698 no . 4_675
H5 O3 3.3514 no . 4_675
H5 O4 3.1055 no . 3_756
H5 O5 2.4974 no . 4_775
H5 C9 3.4591 no . 2_467
H5 C9 3.4998 no . 2_567
H5 H3 3.2788 no . 4_775
H5 H9 3.4768 no . 2_467
H5 H9 3.4848 no . 2_567
H6 Cl1 2.9791 no . 4_675
H6 O1 3.0962 no . 3_757
H6 O2 2.7284 no . 3_757
H6 N2 3.1250 no . 3_757
H6 C2 3.4802 no . 2_467
H6 H2 3.2398 no . 2_467
H7 Cl1 3.5280 no . 3_746
H7 O2 2.6229 no . 4_664
H7 N2 3.5848 no . 4_664
H7 C3 3.5743 no . 2_467
H7 C3 3.4726 no . 2_567
H7 C4 3.4333 no . 2_567
H7 H4 3.4340 no . 2_567
H7 H15 3.0977 no . 3_746
H9 O2 3.4223 no . 4_664
H9 O3 2.9018 no . 3_746
H9 C5 3.4918 no . 2_467
H9 C5 3.5245 no . 2_567
H9 H3 3.2517 no . 3_746
H9 H5 3.4848 no . 2_467
H9 H5 3.4768 no . 2_567
H9 H15 2.3898 no . 3_746
H10 O4 3.5781 no . 4_765
H10 O5 2.8173 no . 4_765
H10 H3 3.3079 no . 3_746
H10 H3 3.1421 no . 4_765
H12 O3 3.5152 no . 2_467
H12 O4 3.2842 no . 2_467
H12 O5 3.3079 no . 2_467
H12 H3 2.9434 no . 2_467
H12 H4 3.4890 no . 3_747
H12 H15 2.8404 no . 2_467
H13 Cl1 3.4176 no . 4_675
H13 O1 2.5735 no . 3_757
H13 O4 3.4950 no . 2_467
H13 N2 3.3717 no . 3_757
H13 C1 3.4696 no . 2_467
H13 C1 3.5065 no . 2_567
H13 C2 3.5785 no . 2_467
H13 H1A 3.4203 no . 2_467
H13 H1A 3.5280 no . 2_567
H13 H2 3.5833 no . 2_467
H15 Cl1 2.76(8) no . .
H15 O2 3.08(8) no . 2_567
H15 O4 3.18(8) no . .
H15 C1 3.59(8) no . .
H15 C9 3.28(8) no . 3_756
H15 C12 3.32(8) no . 2_567
H15 H1A 2.8706 no . .
H15 H1 3.2393 no . .
H15 H3 3.47(9) no . .
H15 H4 3.0698 no . 4_674
H15 H7 3.0977 no . 3_756
H15 H9 2.3898 no . 3_756
H15 H12 2.8404 no . 2_567

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O5 H3 O4 . . . 2.928(13) 1.35(6) 1.66(6) 153(4) no
N1 H1 Cl1 . . . 3.015(7) 0.880 2.135 177.4 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        '4-nitrostyrylpyridinium chloride'
_chemical_name_common            4-NO2-SP-HCl
_chemical_properties_physical    'Heat-sensitive, Light-sensitive'
