#------------------------------------------------------------------------------
#$Date: 2019-11-17 13:56:25 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230319 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/70/7057047.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_7057047
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, C9 H9 N2 O, O'
_chemical_formula_sum            'C15 H11 N5 O9'
_chemical_formula_weight         405.29
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -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                78.747(10)
_cell_angle_beta                 87.742(8)
_cell_angle_gamma                75.439(10)
_cell_formula_units_Z            2
_cell_length_a                   6.7711(6)
_cell_length_b                   8.4733(11)
_cell_length_c                   15.8026(17)
_cell_measurement_reflns_used    1249
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.06
_cell_measurement_theta_min      3.55
_cell_volume                     860.62(17)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(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_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5517
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.249
_diffrn_reflns_theta_min         3.067
_exptl_absorpt_coefficient_mu    0.132
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_description       Block
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.11
_refine_diff_density_max         1.452
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         3114
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.1153
_refine_ls_R_factor_gt           0.0778
_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)+(0.0200P)²+2.2000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1504
_refine_ls_wR_factor_ref         0.1744
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1950
_reflns_number_total             3114
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7nj04349j2.cif
_cod_data_source_block           exp_3173
_cod_depositor_comments
'Adding full bibliography for 7057046--7057050.cif.'
_cod_original_cell_volume        860.61(17)
_cod_database_code               7057047
_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, -y, -z'
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
O8 O 0.7590(5) 0.2778(4) 0.13048(18) 0.0550(9) Uani 1 1 d . .
O5 O 0.8124(7) 0.2825(5) 0.5242(2) 0.0783(12) Uani 1 1 d . .
O3 O 0.7323(6) 0.6037(4) 0.0842(2) 0.0740(12) Uani 1 1 d . .
O2 O 0.5948(7) 0.7483(4) 0.1766(2) 0.0780(12) Uani 1 1 d . .
O7 O 0.9153(7) -0.0358(4) 0.2022(2) 0.0848(13) Uani 1 1 d . .
O1 O 0.1576(7) 0.7560(5) 0.0690(2) 0.0832(13) Uani 1 1 d D .
H1 H 0.1845 0.8303 0.0324 0.125 Uiso 1 1 calc DR U
O6 O 0.8726(6) -0.1074(4) 0.3372(2) 0.0775(12) Uani 1 1 d . .
N5 N 0.6819(6) 0.6147(4) 0.1578(2) 0.0444(9) Uani 1 1 d . .
O4 O 0.7288(11) 0.5417(6) 0.4718(3) 0.142(3) Uani 1 1 d . .
N2 N 0.2132(5) 0.5034(4) 0.3228(2) 0.0414(9) Uani 1 1 d . .
H2 H 0.1939 0.5554 0.3652 0.050 Uiso 1 1 calc R U
N4 N 0.8697(6) -0.0012(4) 0.2730(3) 0.0480(9) Uani 1 1 d . .
N1 N 0.2161(6) 0.6099(5) 0.0408(3) 0.0553(11) Uani 1 1 d . .
N3 N 0.7700(7) 0.3968(6) 0.4633(3) 0.0652(12) Uani 1 1 d . .
C15 C 0.7693(6) 0.3050(5) 0.2050(2) 0.0358(9) Uani 1 1 d . .
C14 C 0.8145(6) 0.1735(5) 0.2818(3) 0.0350(9) Uani 1 1 d . .
C10 C 0.7268(6) 0.4682(5) 0.2260(2) 0.0345(9) Uani 1 1 d . .
C5 C 0.2668(6) 0.3315(5) 0.3311(3) 0.0363(9) Uani 1 1 d . .
C12 C 0.7672(6) 0.3641(5) 0.3769(2) 0.0392(10) Uani 1 1 d . .
C6 C 0.2821(6) 0.2966(5) 0.2473(3) 0.0371(9) Uani 1 1 d . .
C7 C 0.2384(6) 0.4551(5) 0.1880(2) 0.0369(9) Uani 1 1 d . .
C13 C 0.8122(6) 0.2022(5) 0.3637(3) 0.0392(10) Uani 1 1 d . .
H13 H 0.8406 0.1138 0.4104 0.047 Uiso 1 1 calc R U
C9 C 0.1956(6) 0.5768(5) 0.2385(3) 0.0420(10) Uani 1 1 d . .
H9 H 0.1604 0.6908 0.2175 0.050 Uiso 1 1 calc R U
C11 C 0.7251(6) 0.4978(5) 0.3083(3) 0.0393(10) Uani 1 1 d . .
H11 H 0.6963 0.6061 0.3180 0.047 Uiso 1 1 calc R U
C4 C 0.2992(7) 0.2068(5) 0.4041(3) 0.0454(11) Uani 1 1 d . .
H4 H 0.2877 0.2314 0.4592 0.054 Uiso 1 1 calc R U
C2 C 0.3645(7) 0.0080(6) 0.3097(3) 0.0539(12) Uani 1 1 d . .
H2A H 0.3974 -0.1025 0.3036 0.065 Uiso 1 1 calc R U
C8 C 0.2478(6) 0.4731(6) 0.0974(3) 0.0450(11) Uani 1 1 d . .
H8 H 0.2807 0.3753 0.0759 0.054 Uiso 1 1 calc R U
C1 C 0.3324(6) 0.1308(5) 0.2373(3) 0.0458(11) Uani 1 1 d . .
H1B H 0.3438 0.1044 0.1826 0.055 Uiso 1 1 calc R U
C3 C 0.3490(7) 0.0453(6) 0.3918(3) 0.0508(12) Uani 1 1 d . .
H3 H 0.3727 -0.0409 0.4396 0.061 Uiso 1 1 calc R U
O9 O 0.3409(10) 0.9556(6) 0.9549(3) 0.131(2) Uani 1 1 d . .
H1A H 0.222(9) 0.620(8) -0.028(4) 0.12(2) Uiso 1 1 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
O3 N5 O2 121.3(4)
O3 N5 C10 120.1(4)
O2 N5 C10 118.6(4)
C9 N2 C5 110.1(3)
O6 N4 O7 122.0(4)
O6 N4 C14 118.7(4)
O7 N4 C14 119.3(4)
C8 N1 O1 118.3(4)
O5 N3 O4 122.1(4)
O5 N3 C12 120.1(4)
O4 N3 C12 117.8(4)
O8 C15 C10 124.3(4)
O8 C15 C14 123.4(4)
C10 C15 C14 112.1(3)
C13 C14 C15 123.9(4)
C13 C14 N4 116.1(4)
C15 C14 N4 120.1(4)
C11 C10 C15 124.3(3)
C11 C10 N5 115.6(4)
C15 C10 N5 120.1(3)
C4 C5 N2 130.6(4)
C4 C5 C6 122.1(4)
N2 C5 C6 107.3(3)
C13 C12 C11 121.4(4)
C13 C12 N3 120.1(4)
C11 C12 N3 118.5(4)
C1 C6 C5 119.0(4)
C1 C6 C7 134.2(4)
C5 C6 C7 106.8(4)
C9 C7 C8 129.3(4)
C9 C7 C6 106.4(3)
C8 C7 C6 124.2(4)
C14 C13 C12 119.3(4)
N2 C9 C7 109.3(4)
C10 C11 C12 119.0(4)
C3 C4 C5 117.4(4)
C1 C2 C3 121.4(4)
N1 C8 C7 127.6(4)
C2 C1 C6 118.7(4)
C4 C3 C2 121.5(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O8 C15 1.251(5)
O5 N3 1.211(5)
O3 N5 1.214(5)
O2 N5 1.224(5)
O7 N4 1.221(5)
O1 N1 1.357(5)
O6 N4 1.214(5)
N5 C10 1.452(5)
O4 N3 1.222(6)
N2 C9 1.352(5)
N2 C5 1.391(5)
N4 C14 1.466(5)
N1 C8 1.294(6)
N3 C12 1.447(5)
C15 C10 1.441(5)
C15 C14 1.462(5)
C14 C13 1.362(5)
C10 C11 1.372(5)
C5 C4 1.387(6)
C5 C6 1.405(5)
C12 C13 1.384(6)
C12 C11 1.386(5)
C6 C1 1.399(6)
C6 C7 1.449(5)
C7 C9 1.392(6)
C7 C8 1.410(5)
C4 C3 1.375(6)
C2 C1 1.371(6)
C2 C3 1.389(6)
