#------------------------------------------------------------------------------
#$Date: 2021-09-06 13:23:59 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268648 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/32/7243259.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_7243259
loop_
_publ_author_name
'Yamaguchi, Ryota'
'Tanaka, Rika'
'Maetani, Mayu'
'Tabe, Hiroyasu'
'Yamada, Yusuke'
_publ_section_title
;
 Efficient capturing of hydrogen peroxide in dilute aqueous solution by
 co-crystallization with amino acids
;
_journal_issue                   32
_journal_name_full               CrystEngComm
_journal_page_first              5456
_journal_page_last               5462
_journal_paper_doi               10.1039/D1CE00688F
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C4 H8 N2 O3, H2 O2'
_chemical_formula_sum            'C4 H10 N2 O5'
_chemical_formula_weight         166.14
_chemical_name_systematic        DL-Asn.H2O2
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_audit_block_doi                 10.5517/ccdc.csd.cc27y8n4
_audit_creation_date             2020-2-14
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-05-14 deposited with the CCDC.	2021-07-21 downloaded from the CCDC.
;
_cell_angle_alpha                90.222(5)
_cell_angle_beta                 90.124(3)
_cell_angle_gamma                101.127(6)
_cell_formula_units_Z            2
_cell_length_a                   4.7744(4)
_cell_length_b                   7.3961(7)
_cell_length_c                   9.8715(6)
_cell_measurement_reflns_used    983
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.4778
_cell_measurement_theta_min      2.0631
_cell_volume                     342.03(5)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    SIR97
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 7.32
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details
;
scan:
	Number of images: 600
	           Slice: -80.0000 - 100.000
	     Image width: 0.3000
	        Exp time: 1.0000
	   Rotation axis: Phi
	           Omega: 0.0000
	             Chi: 0.0000
	             Phi: 0.0000
	             XTD: 44.9514
	          2theta: 20.0226
scan:
	Number of images: 160
	           Slice: -20.0000 - 28.0000
	     Image width: 0.3000
	        Exp time: 1.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 90.0000
	             Phi: 0.0000
	             XTD: 44.9514
	          2theta: 20.0226
scan:
	Number of images: 160
	           Slice: -20.0000 - 28.0000
	     Image width: 0.3000
	        Exp time: 1.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 90.0000
	             Phi: 90.0000
	             XTD: 44.9514
	          2theta: 20.0226
scan:
	Number of images: 160
	           Slice: -20.0000 - 28.0000
	     Image width: 0.3000
	        Exp time: 1.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 90.0000
	             Phi: 180.0000
	             XTD: 44.9514
	          2theta: 20.0226
scan:
	Number of images: 160
	           Slice: -20.0000 - 28.0000
	     Image width: 0.3000
	        Exp time: 1.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 90.0000
	             Phi: 270.0000
	             XTD: 44.9514
	          2theta: 20.0226
scan:
	Number of images: 140
	           Slice: -20.0000 - 22.0000
	     Image width: 0.3000
	        Exp time: 1.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 0.0000
	             XTD: 44.9514
	          2theta: 20.0226
scan:
	Number of images: 140
	           Slice: -20.0000 - 22.0000
	     Image width: 0.3000
	        Exp time: 1.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 90.0000
	             XTD: 44.9514
	          2theta: 20.0226
scan:
	Number of images: 140
	           Slice: -20.0000 - 22.0000
	     Image width: 0.3000
	        Exp time: 1.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 180.0000
	             XTD: 44.9514
	          2theta: 20.0226
scan:
	Number of images: 140
	           Slice: -20.0000 - 22.0000
	     Image width: 0.3000
	        Exp time: 1.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 270.0000
	             XTD: 44.9514
	          2theta: 20.0226

;
_diffrn_measurement_device       'Mercury CCD (2x2 bin mode)'
_diffrn_measurement_device_details 'AFC7: Eulerian 3-circle'
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3934
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.478
_diffrn_reflns_theta_min         2.063
_diffrn_source_current           150.0000
_diffrn_source_power             7.5000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             176
_exptl_crystal_preparation
'mounted on the CryoLoop with Palaton oil and placed in N2 stream at 200(2) K'
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.210
_refine_diff_density_max         0.311
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     140
_refine_ls_number_reflns         1544
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0371
_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)+(0.0408P)²+0.1501P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0865
_refine_ls_wR_factor_ref         0.0919
_reflns_number_gt                1349
_reflns_number_total             1544
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce00688f2.cif
_cod_data_source_block           DL-Asparagine_H2O2
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7243257--7243260.cif.
;
_cod_original_cell_volume        342.02(5)
_cod_database_code               7243259
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_min   0.950
_shelx_estimated_absorpt_t_max   0.969
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4201(3) 0.40398(17) 0.68818(13) 0.0173(3) Uani 1 1 d . . . . .
O1 O 0.3633(2) 0.54179(13) 0.75068(10) 0.0225(2) Uani 1 1 d . . . . .
O2 O 0.2968(2) 0.32900(14) 0.58672(11) 0.0281(3) Uani 1 1 d . . . . .
C2 C 0.6696(3) 0.32618(17) 0.74804(13) 0.0167(3) Uani 1 1 d . . . . .
H2A H 0.841(4) 0.412(2) 0.7301(17) 0.024(4) Uiso 1 1 d . . . . .
N1 N 0.6877(3) 0.15044(16) 0.67674(13) 0.0200(3) Uani 1 1 d . . . . .
H1NA H 0.522(5) 0.064(3) 0.687(2) 0.043(5) Uiso 1 1 d . . . . .
H1NB H 0.705(4) 0.174(3) 0.582(2) 0.037(5) Uiso 1 1 d . . . . .
H1NC H 0.841(5) 0.109(3) 0.705(2) 0.041(5) Uiso 1 1 d . . . . .
C3 C 0.6467(3) 0.29723(18) 0.90024(14) 0.0178(3) Uani 1 1 d . . . . .
H3A H 0.687(3) 0.415(2) 0.9474(17) 0.023(4) Uiso 1 1 d . . . . .
H3B H 0.794(4) 0.234(2) 0.9321(19) 0.035(5) Uiso 1 1 d . . . . .
C4 C 0.3611(3) 0.18597(16) 0.94285(13) 0.0169(3) Uani 1 1 d . . . . .
O3 O 0.2096(2) 0.08530(13) 0.85883(10) 0.0222(2) Uani 1 1 d . . . . .
N2 N 0.2860(3) 0.20002(16) 1.07094(12) 0.0219(3) Uani 1 1 d . . . . .
H2NA H 0.121(4) 0.132(3) 1.099(2) 0.037(5) Uiso 1 1 d . . . . .
H2NB H 0.398(4) 0.281(3) 1.129(2) 0.033(5) Uiso 1 1 d . . . . .
O4 O -0.0587(2) 0.81736(15) 0.64298(11) 0.0270(3) Uani 1 1 d . . . . .
H4O H -0.145(5) 0.759(3) 0.570(2) 0.049(6) Uiso 1 1 d . . . . .
O5 O 0.2398(2) 0.81605(13) 0.61063(10) 0.0223(2) Uani 1 1 d . . . . .
H5O H 0.265(4) 0.711(3) 0.658(2) 0.042(5) 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_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1CE00688F 2021
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
O2 C1 O1 126.68(12) . . ?
O2 C1 C2 118.61(11) . . ?
O1 C1 C2 114.70(11) . . ?
N1 C2 C3 110.82(10) . . ?
N1 C2 C1 108.97(10) . . ?
C3 C2 C1 113.12(10) . . ?
N1 C2 H2A 107.9(10) . . ?
C3 C2 H2A 108.2(10) . . ?
C1 C2 H2A 107.7(10) . . ?
C2 N1 H1NA 111.3(13) . . ?
C2 N1 H1NB 108.8(11) . . ?
H1NA N1 H1NB 105.8(17) . . ?
C2 N1 H1NC 110.0(13) . . ?
H1NA N1 H1NC 112.1(18) . . ?
H1NB N1 H1NC 108.7(17) . . ?
C4 C3 C2 112.89(11) . . ?
C4 C3 H3A 110.8(10) . . ?
C2 C3 H3A 110.3(10) . . ?
C4 C3 H3B 107.9(11) . . ?
C2 C3 H3B 110.5(11) . . ?
H3A C3 H3B 104.1(14) . . ?
O3 C4 N2 123.03(12) . . ?
O3 C4 C3 119.82(12) . . ?
N2 C4 C3 117.15(12) . . ?
C4 N2 H2NA 118.5(13) . . ?
C4 N2 H2NB 120.8(12) . . ?
H2NA N2 H2NB 120.6(18) . . ?
O5 O4 H4O 100.1(14) . . ?
O4 O5 H5O 100.1(12) . . ?
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
C1 O2 1.2345(16) . ?
C1 O1 1.2631(15) . ?
C1 C2 1.5377(17) . ?
C2 N1 1.4929(16) . ?
C2 C3 1.5197(19) . ?
C2 H2A 0.951(18) . ?
N1 H1NA 0.92(2) . ?
N1 H1NB 0.96(2) . ?
N1 H1NC 0.89(2) . ?
C3 C4 1.5116(18) . ?
C3 H3A 0.974(17) . ?
C3 H3B 0.971(19) . ?
C4 O3 1.2450(16) . ?
C4 N2 1.3241(18) . ?
N2 H2NA 0.89(2) . ?
N2 H2NB 0.92(2) . ?
O4 O5 1.4628(13) . ?
O4 H4O 0.90(2) . ?
O5 H5O 0.94(2) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1NA O3 0.92(2) 2.28(2) 2.8762(15) 121.6(16) . yes
N1 H1NA O5 0.92(2) 2.19(2) 3.0092(16) 148.0(18) 1_545 yes
N1 H1NB O5 0.96(2) 1.92(2) 2.8644(16) 171.0(16) 2_666 yes
N1 H1NC O3 0.89(2) 2.36(2) 3.1818(16) 154.5(17) 1_655 yes
N1 H1NC O4 0.89(2) 2.38(2) 2.9654(15) 123.8(16) 1_645 yes
C3 H3B O3 0.971(19) 2.550(19) 3.3874(16) 144.4(15) 1_655 yes
N2 H2NA O3 0.89(2) 2.07(2) 2.9368(16) 163.5(17) 2_557 yes
N2 H2NB O1 0.92(2) 1.96(2) 2.8771(16) 178.5(17) 2_667 yes
O4 H4O O2 0.90(2) 1.77(2) 2.6647(15) 172(2) 2_566 yes
O5 H5O O1 0.94(2) 1.69(2) 2.6179(14) 170.7(19) . yes
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
O2 C1 C2 N1 -7.62(17) . . . . ?
O1 C1 C2 N1 172.39(11) . . . . ?
O2 C1 C2 C3 -131.35(13) . . . . ?
O1 C1 C2 C3 48.66(15) . . . . ?
N1 C2 C3 C4 -70.85(13) . . . . ?
C1 C2 C3 C4 51.86(14) . . . . ?
C2 C3 C4 O3 20.85(16) . . . . ?
C2 C3 C4 N2 -159.89(11) . . . . ?
