#------------------------------------------------------------------------------
#$Date: 2019-11-17 13:56:25 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230319 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/70/7057049.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_7057049
loop_
_publ_author_name
'Tarai, Arup'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Different self-assemblies and absorption--emission properties of the
 picrate salts of aromatic amine or heterocycle linked oximes
;
_journal_issue                   6
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              4757
_journal_paper_doi               10.1039/C7NJ04349J
_journal_volume                  42
_journal_year                    2018
_chemical_formula_moiety         'C6 H2 N3 O7, C10 H9 N2 O, H2 O'
_chemical_formula_sum            'C16 H13 N5 O9'
_chemical_formula_weight         419.31
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-01-22 deposited with the CCDC.
2018-02-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.651(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.0234(15)
_cell_length_b                   4.9886(5)
_cell_length_c                   22.731(2)
_cell_measurement_reflns_used    2264
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      20.18
_cell_measurement_theta_min      2.54
_cell_volume                     1818.0(3)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_av_unetI/netI     0.0772
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            17126
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.245
_diffrn_reflns_theta_min         1.825
_exptl_absorpt_coefficient_mu    0.128
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_correction_T_min  0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_description       Needle
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         3225
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.1107
_refine_ls_R_factor_gt           0.0534
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0700P)²+0.1778P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1259
_refine_ls_wR_factor_ref         0.1572
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1776
_reflns_number_total             3225
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7nj04349j2.cif
_cod_data_source_block           11_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7057046--7057050.cif.'
_cod_database_code               7057049
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C2 C -0.02299(17) 0.3648(6) 0.12533(12) 0.0458(7) Uani 1 1 d . .
C10 C 0.04866(18) 0.7254(6) 0.19589(13) 0.0464(7) Uani 1 1 d . .
C9 C 0.04572(17) 0.5486(6) 0.14666(13) 0.0463(7) Uani 1 1 d . .
C4 C -0.0770(2) 0.5471(6) 0.20095(14) 0.0554(8) Uani 1 1 d . .
H4 H -0.1181 0.5474 0.2194 0.067 Uiso 1 1 calc R U
C5 C 0.11489(19) 0.9078(6) 0.21966(14) 0.0578(8) Uani 1 1 d . .
H5 H 0.1172 1.0191 0.2530 0.069 Uiso 1 1 calc R U
C3 C -0.08265(18) 0.3695(6) 0.15371(13) 0.0526(8) Uani 1 1 d . .
H3 H -0.1273 0.2509 0.1407 0.063 Uiso 1 1 calc R U
C1 C -0.0300(2) 0.1749(7) 0.07519(14) 0.0584(9) Uani 1 1 d . .
H1 H 0.0081 0.1761 0.0539 0.070 Uiso 1 1 calc R U
C8 C 0.11059(19) 0.5666(6) 0.12096(15) 0.0602(9) Uani 1 1 d . .
H8 H 0.1104 0.4533 0.0884 0.072 Uiso 1 1 calc R U
C6 C 0.1758(2) 0.9187(7) 0.19290(15) 0.0669(9) Uani 1 1 d . .
H6 H 0.2193 1.0406 0.2077 0.080 Uiso 1 1 calc R U
C7 C 0.1732(2) 0.7483(7) 0.14348(16) 0.0699(10) Uani 1 1 d . .
H7 H 0.2149 0.7594 0.1257 0.084 Uiso 1 1 calc R U
C14 C 0.61697(16) 0.7236(6) 0.16423(12) 0.0450(7) Uani 1 1 d . .
C12 C 0.48722(16) 0.9507(6) 0.11833(12) 0.0454(7) Uani 1 1 d . .
C11 C 0.52198(18) 1.1037(6) 0.08348(13) 0.0515(8) Uani 1 1 d . .
H11 H 0.4901 1.2320 0.0561 0.062 Uiso 1 1 calc R U
C13 C 0.53035(17) 0.7373(6) 0.15998(13) 0.0473(7) Uani 1 1 d . .
C15 C 0.65250(17) 0.8770(6) 0.12973(12) 0.0487(8) Uani 1 1 d . .
H15 H 0.7082 0.8531 0.1336 0.058 Uiso 1 1 calc R U
C16 C 0.60490(18) 1.0662(6) 0.08931(13) 0.0493(8) Uani 1 1 d . .
N2 N -0.01408(16) 0.7184(5) 0.22089(11) 0.0514(7) Uani 1 1 d D .
N3 N 0.40116(16) 1.0072(5) 0.11193(14) 0.0601(7) Uani 1 1 d . .
N1 N -0.08994(16) 0.0065(5) 0.06137(11) 0.0575(7) Uani 1 1 d . .
N4 N 0.67208(16) 0.5354(5) 0.20821(13) 0.0532(7) Uani 1 1 d . .
N5 N 0.64346(18) 1.2316(6) 0.05415(12) 0.0619(7) Uani 1 1 d . .
O8 O 0.49506(12) 0.5793(4) 0.18572(9) 0.0617(6) Uani 1 1 d . .
O9 O 0.22282(15) 0.4718(6) 0.02018(13) 0.0733(7) Uani 1 1 d D .
O4 O 0.65713(13) 0.4793(4) 0.25583(11) 0.0692(7) Uani 1 1 d . .
O3 O 0.37763(14) 0.9784(5) 0.15652(12) 0.0849(8) Uani 1 1 d . .
O5 O 0.73211(14) 0.4482(4) 0.19606(10) 0.0696(7) Uani 1 1 d . .
O1 O -0.08929(13) -0.1652(5) 0.01430(10) 0.0743(7) Uani 1 1 d . .
H1A H -0.1323 -0.2542 0.0034 0.111 Uiso 1 1 calc R U
O6 O 0.71780(15) 1.1959(5) 0.06214(10) 0.0813(8) Uani 1 1 d . .
O7 O 0.59994(16) 1.3987(5) 0.01766(11) 0.0822(7) Uani 1 1 d . .
O2 O 0.35507(14) 1.0887(5) 0.06091(12) 0.0915(8) Uani 1 1 d . .
H2 H -0.014(2) 0.834(7) 0.2509(14) 0.109(14) Uiso 1 1 d D .
H9A H 0.238(3) 0.568(9) -0.005(2) 0.17(2) Uiso 1 1 d D .
H9B H 0.2627(18) 0.361(6) 0.0362(17) 0.109(16) Uiso 1 1 d D .
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
C3 C2 C9 118.5(3)
C3 C2 C1 120.0(3)
C9 C2 C1 121.5(3)
N2 C10 C5 119.5(3)
N2 C10 C9 119.2(3)
C5 C10 C9 121.2(3)
C10 C9 C8 117.6(3)
C10 C9 C2 118.3(2)
C8 C9 C2 124.1(3)
N2 C4 C3 121.4(3)
C6 C5 C10 118.9(3)
C4 C3 C2 120.7(3)
N1 C1 C2 117.9(3)
C7 C8 C9 120.5(3)
C5 C6 C7 120.6(3)
C8 C7 C6 121.1(3)
C15 C14 C13 124.8(3)
C15 C14 N4 116.4(3)
C13 C14 N4 118.8(2)
C11 C12 C13 124.4(3)
C11 C12 N3 116.9(3)
C13 C12 N3 118.7(2)
C12 C11 C16 119.6(3)
O8 C13 C14 125.4(3)
O8 C13 C12 123.5(3)
C14 C13 C12 111.1(2)
C14 C15 C16 119.4(3)
C15 C16 C11 120.6(3)
C15 C16 N5 119.0(3)
C11 C16 N5 120.4(3)
C4 N2 C10 121.9(3)
O3 N3 O2 122.7(3)
O3 N3 C12 119.9(3)
O2 N3 C12 117.5(3)
C1 N1 O1 112.7(2)
O4 N4 O5 123.7(3)
O4 N4 C14 118.4(3)
O5 N4 C14 117.8(3)
O6 N5 O7 123.6(3)
O6 N5 C16 118.0(3)
O7 N5 C16 118.3(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C2 C3 1.375(4)
C2 C9 1.436(4)
C2 C1 1.456(4)
C10 N2 1.369(3)
C10 C5 1.408(4)
C10 C9 1.412(4)
C9 C8 1.415(4)
C4 N2 1.325(4)
C4 C3 1.370(4)
C5 C6 1.368(4)
C1 N1 1.277(4)
C8 C7 1.361(4)
C6 C7 1.397(4)
C14 C15 1.373(3)
C14 C13 1.447(4)
C14 N4 1.460(3)
C12 C11 1.370(4)
C12 C13 1.449(4)
C12 N3 1.450(4)
C11 C16 1.385(4)
C13 O8 1.249(3)
C15 C16 1.375(4)
C16 N5 1.450(4)
N3 O3 1.217(3)
N3 O2 1.230(3)
N1 O1 1.374(3)
N4 O4 1.225(3)
N4 O5 1.225(3)
N5 O6 1.230(3)
N5 O7 1.232(3)
