#------------------------------------------------------------------------------
#$Date: 2024-12-06 17:30:58 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296323 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/39/7133920.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_7133920
loop_
_publ_author_name
'Harsha, Priyasha'
'Das, Dinabandhu'
_publ_section_title
;
 Bidirectional strain release in a thermosalient organic salt crystal
 induced by anisotropic thermal expansion and phase transformation.
;
_journal_issue                   95
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              14105
_journal_page_last               14108
_journal_paper_doi               10.1039/d4cc04764h
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C4 H O4, C3 H5 N2'
_chemical_formula_sum            'C7 H6 N2 O4'
_chemical_formula_weight         182.14
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-09-13 deposited with the CCDC.	2024-11-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.639(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.4017(11)
_cell_length_b                   10.9630(15)
_cell_length_c                   7.6527(9)
_cell_measurement_reflns_used    6237
_cell_measurement_temperature    400(2)
_cell_measurement_theta_max      28.36
_cell_measurement_theta_min      2.20
_cell_volume                     777.63(17)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'XSeed (Barbour 2017)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      400(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-III CMOS detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_av_unetI/netI     0.0134
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            14013
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.390
_diffrn_reflns_theta_min         2.878
_diffrn_source                   Microfocus
_exptl_absorpt_coefficient_mu    0.130
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_density_meas      ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             376
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Mixture of Methanol and Water'
_exptl_crystal_size_max          0.298
_exptl_crystal_size_mid          0.258
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.030
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     142
_refine_ls_number_reflns         1925
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0461
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0677P)²+0.1519P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1321
_refine_ls_wR_factor_ref         0.1395
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1602
_reflns_number_total             1925
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc04764h4.cif
_cod_data_source_block           SQIM400K_HT
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7133913--7133921.cif.
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7133920
_shelx_shelxl_version_number     2019/3
_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+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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.02246(10) 0.87822(8) 0.18311(16) 0.0588(3) Uani 1 1 d . . . . .
O3 O 0.69617(11) 0.60774(9) 0.33426(18) 0.0672(4) Uani 1 1 d . . . . .
O4 O 1.01611(11) 0.59498(9) 0.21617(18) 0.0660(4) Uani 1 1 d . . . . .
O2 O 0.70496(12) 0.89996(10) 0.2986(2) 0.0746(4) Uani 1 1 d . . . . .
C3 C 0.78318(13) 0.68167(11) 0.29330(18) 0.0459(3) Uani 1 1 d . . . . .
C2 C 0.78634(14) 0.81773(11) 0.27767(19) 0.0480(3) Uani 1 1 d . . . . .
C4 C 0.92287(13) 0.67792(11) 0.24133(18) 0.0444(3) Uani 1 1 d . . . . .
C1 C 0.93046(13) 0.80588(11) 0.22480(18) 0.0440(3) Uani 1 1 d . . . . .
N1 N 0.45409(14) 0.70936(14) 0.4437(2) 0.0622(4) Uani 1 1 d . . . . .
N2 N 0.25542(14) 0.71539(14) 0.54093(19) 0.0627(4) Uani 1 1 d . . . . .
C5 C 0.42272(19) 0.82790(16) 0.4635(3) 0.0675(5) Uani 1 1 d . . . . .
C7 C 0.35048(18) 0.64293(17) 0.4909(2) 0.0671(5) Uani 1 1 d . . . . .
C6 C 0.29755(19) 0.83209(17) 0.5246(2) 0.0673(5) Uani 1 1 d . . . . .
H4 H 0.9918(19) 0.516(2) 0.256(2) 0.102(8) Uiso 1 1 d . . . . .
H2 H 0.170(3) 0.691(2) 0.583(3) 0.107(7) Uiso 1 1 d . . . . .
H1 H 0.535(2) 0.679(2) 0.404(3) 0.098(7) Uiso 1 1 d . . . . .
H7 H 0.345(2) 0.554(3) 0.491(3) 0.126(9) Uiso 1 1 d . . . . .
H6 H 0.248(2) 0.896(2) 0.550(3) 0.100(7) Uiso 1 1 d . . . . .
H5 H 0.480(2) 0.887(2) 0.435(3) 0.094(7) 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 C3 C4 136.96(12) . . ?
O3 C3 C2 134.47(11) . . ?
C4 C3 C2 88.57(9) . . ?
O2 C2 C1 136.71(12) . . ?
O2 C2 C3 135.24(12) . . ?
C1 C2 C3 88.04(9) . . ?
O4 C4 C1 129.54(11) . . ?
O4 C4 C3 137.09(11) . . ?
C1 C4 C3 93.37(9) . . ?
O1 C1 C4 134.36(11) . . ?
O1 C1 C2 135.63(11) . . ?
C4 C1 C2 90.02(9) . . ?
C7 N1 C5 108.51(14) . . ?
C7 N2 C6 108.93(14) . . ?
C6 C5 N1 107.12(14) . . ?
N2 C7 N1 108.66(16) . . ?
C5 C6 N2 106.76(15) . . ?
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
O1 C1 1.2535(14) . ?
O3 C3 1.2290(15) . ?
O4 C4 1.2996(14) . ?
O2 C2 1.2103(15) . ?
C3 C4 1.4351(16) . ?
C3 C2 1.4970(18) . ?
C2 C1 1.4833(17) . ?
C4 C1 1.4114(17) . ?
N1 C7 1.314(2) . ?
N1 C5 1.347(2) . ?
N2 C7 1.300(2) . ?
N2 C6 1.351(2) . ?
C5 C6 1.338(3) . ?
