#------------------------------------------------------------------------------
#$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $
#$Revision: 301798 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/02/2010241.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2010241
loop_
_publ_author_name
'Okabe, N.'
'Kohyama, Y.'
'Ikeda, K.'
'Sunano, S.'
_publ_section_title
;
 <small>L</small>-Nitroarginine monohydrochloride monohydrate
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2041
_journal_page_last               2043
_journal_paper_doi               10.1107/S0108270194004208
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C6 H16 Cl N5 O5'
_chemical_formula_sum            'C6 H16 Cl N5 O5'
_chemical_formula_weight         273.68
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 107.80(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   13.559(3)
_cell_length_b                   5.936(3)
_cell_length_c                   16.339(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      7.35
_cell_measurement_theta_min      4.3
_cell_volume                     1252.1(7)
_diffrn_measurement_device       'Rigaku AFC-5R'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.022
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3292
_diffrn_reflns_theta_max         27.5
_diffrn_standards_decay_%        -1.6
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.320
_exptl_absorpt_correction_T_max  1.06
_exptl_absorpt_correction_T_min  0.66
_exptl_absorpt_correction_type   ' empirical (DIFABS; Walker & Stuart, 1983)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_density_meas      1.449(4)
_exptl_crystal_description       plate
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.41
_refine_diff_density_min         -3.60
_refine_ls_goodness_of_fit_obs   1.59
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     306
_refine_ls_number_reflns         1510
_refine_ls_R_factor_obs          0.056
_refine_ls_shift/esd_max         0.01
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w = 4F~o~^2^/\s^2^(F~o~^2^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.057
_reflns_number_observed          1510
_reflns_number_total             3164
_reflns_observed_criterion       I>2.5\s(I)
_cod_data_source_file            as1098.cif
_cod_data_source_block           as1098a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '4F~o~^2^/\s^2^(F~o~^2^)' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
4F~o~^2^/\s^2^(F~o~^2^)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1252.0(10)
_cod_original_sg_symbol_Hall     'P 2y1'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2010241
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,y+1/2,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
Cl(1) .9202(2) -.3397 .3596(2)
Cl(2) .4100(2) -.2670(6) .3718(2)
O(1) .9883(4) -.4330(10) .6932(3)
O(1') .5029(4) .1060(10) .2968(4)
O(2) .8620(5) -.469(2) .5713(4)
O(2') .6404(5) .0240(10) .4077(4)
O(3) .4920(5) .496(2) .9310(5)
O(3') 1.0059(5) -.4990(10) .0648(4)
O(4) .4912(6) .2010(10) .8531(5)
O(4') 1.0115(5) -.2050(10) .1444(5)
O(5) .6213(5) -.4130(10) .5037(4)
O(6) .1187(4) -.4510(10) .5208(4)
N(1) .7665(5) -.0940(10) .5930(4)
N(1') .7373(5) .4050(10) .3990(4)
N(2) .6679(6) .016(2) .8695(5)
N(2') .8361(5) -.0310(10) .1419(5)
N(3) .8012(6) .234(2) .9502(5)
N(3') .6988(6) -.251(2) .0617(5)
N(4) .6426(6) .359(2) .9385(5)
N(4') .8590(5) -.370(2) .0694(4)
N(5) .5381(6) .344(2) .9058(6)
N(5') .9614(6) -.347(2) .0943(5)
C(1) .9004(6) -.375(2) .6372(5)
C(1') .5947(7) .145(2) .3484(6)
C(2) .8517(7) -.177(2) .6664(5)
C(2') .6432(7) .351(2) .3252(6)
C(3) .8134(9) -.251(3) .7413(6)
C(3') .6703(6) .327(2) .2412(5)
C(4) .7570(9) -.117(4) .7746(8)
C(4') .7399(6) .137(2) .2383(5)
C(5) .7310(7) -.167(2) .8517(6)
C(5') .7729(6) .159(2) .1568(6)
C(6) .7021(7) .198(2) .9172(6)
C(6') .8016(7) -.212(2) .0943(5)
H(1) 1.0198 -.6053 .6826
H(1A) .7182 -.2086 .5715
H(1B) .7353 .0329 .6096
H(1C) .7956 -.0474 .5481
H(1') .4445 .0250 .3262
H(1'A) .7729 .2739 .4241
H(1'B) .7210 .4955 .4400
H(1'C) .7856 .4926 .3763
H(2) .5794 -.0295 .8604
H(2') .9132 -.0321 .1586
H(3A) .8501 .1037 .9404
H(3B) .8363 .3551 .9970
H(2'1) .6251 .4772 .3224
H(3'A) .6532 -.1656 .0845
H(3'B) .6678 -.3337 .0011
H(3'1) .5995 .3148 .1933
H(5A) .5988 -.5647 .5378
H(5B) .5829 -.4468 .4460
H(4'1) .7085 -.0062 .2390
H(3'2) .7114 .4462 .2247
H(6A) .0425 -.4385 .4989
H(6B) .1411 -.3173 .4961
H(4'2) .8015 .1651 .2992
H(5'1) .6967 .1684 .1118
H(5'2) .8129 .2932 .1607
H(21) .8888 -.0594 .6786
H(31) .7729 -.3840 .7217
H(32) .8732 -.2905 .7869
H(41) .6924 -.0989 .7299
H(42) .7923 .0228 .7840
H(51) .6731 -.3062 .8428
H(52) .8044 -.1807 .8980
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
C(5) N(2) C(6) 126.6(9) yes
C(5') N(2') C(6') 126.5(8) yes
N(5) N(4) C(6) 118.8(9) yes
N(5') N(4') C(6') 118.5(8) yes
O(3) N(5) O(4) 121.7(8) yes
O(3) N(5) N(4) 113.0(10) yes
O(4) N(5) N(4) 125.0(10) yes
O(3') N(5') O(4') 121.0(8) yes
O(3') N(5') N(4') 112.7(9) yes
O(4') N(5') N(4') 126.1(9) yes
O(1) C(1) O(2) 124.4(9) yes
O(1) C(1) C(2) 112.4(8) yes
O(2) C(1) C(2) 123.2(8) yes
O(1') C(1') O(2') 125.0(10) yes
O(1') C(1') C(2') 113.2(9) yes
O(2') C(1') C(2') 122.1(9) yes
N(1) C(2) C(1) 108.6(7) yes
N(1) C(2) C(3) 111.9(7) yes
C(1) C(2) C(3) 109.0(10) yes
N(1') C(2') C(1') 107.6(7) yes
N(1') C(2') C(3') 111.3(7) yes
C(1') C(2') C(3') 113.4(8) yes
C(2) C(3) C(4) 122.0(10) yes
C(2') C(3') C(4') 115.4(7) yes
C(3) C(4) C(5) 124(2) yes
C(3') C(4') C(5') 108.7(8) yes
N(2) C(5) C(4) 110.0(10) yes
N(2') C(5') C(4') 114.4(8) yes
N(2) C(6) N(3) 121.0(10) yes
N(2) C(6) N(4) 126.3(9) yes
N(3) C(6) N(4) 113.0(10) yes
N(2') C(6') N(3') 120.6(9) yes
N(2') C(6') N(4') 127.1(9) yes
N(3') C(6') N(4') 112.2(9) yes
C(1) O(1) H(1) 115.71 no
C(1') O(1') H(1') 116.88 no
H(5A) O(5) H(5B) 99.64 no
H(6A) O(6) H(6B) 102.25 no
C(2) N(1) H(1A) 110.05 no
C(2) N(1) H(1B) 110.16 no
C(2) N(1) H(1C) 108.07 no
H(1A) N(1) H(1B) 111.47 no
H(1A) N(1) H(1C) 108.70 no
H(1B) N(1) H(1C) 108.31 no
C(2') N(1') H(1'A) 111.98 no
C(2') N(1') H(1'B) 111.63 no
C(2') N(1') H(1'C) 107.89 no
H(1'A) N(1') H(1'B) 111.53 no
H(1'A) N(1') H(1'C) 106.61 no
H(1'B) N(1') H(1'C) 106.86 no
C(5) N(2) H(2) 115.66 no
C(6) N(2) H(2) 114.51 no
C(5') N(2') H(2') 124.74 no
C(6') N(2') H(2') 108.03 no
C(6) N(3) H(3A) 115.30 no
C(6) N(3) H(3B) 126.57 no
H(3A) N(3) H(3B) 116.25 no
C(6') N(3') H(3'A) 117.66 no
C(6') N(3') H(3'B) 120.68 no
H(3'A) N(3') H(3'B) 119.04 no
N(1) C(2) H(21) 99.94 no
C(1) C(2) H(21) 115.75 no
C(3) C(2) H(21) 111.58 no
N(1') C(2') H(2'1) 91.10 no
C(1') C(2') H(2'1) 129.94 no
C(3') C(2') H(2'1) 101.14 no
C(2) C(3) H(31) 105.42 no
C(2) C(3) H(32) 106.24 no
C(4) C(3) H(31) 106.80 no
C(4) C(3) H(32) 106.83 no
H(31) C(3) H(32) 108.78 no
C(2') C(3') H(3'1) 105.19 no
C(2') C(3') H(3'2) 119.22 no
C(4') C(3') H(3'1) 111.93 no
C(4') C(3') H(3'2) 96.77 no
H(3'1) C(3') H(3'2) 108.24 no
C(3) C(4) H(41) 105.08 no
C(3) C(4) H(42) 105.40 no
C(5) C(4) H(41) 106.19 no
C(5) C(4) H(42) 106.56 no
H(41) C(4) H(42) 109.13 no
C(3') C(4') H(4'1) 112.76 no
C(3') C(4') H(4'2) 99.80 no
C(5') C(4') H(4'1) 109.71 no
C(5') C(4') H(4'2) 115.51 no
H(4'1) C(4') H(4'2) 110.14 no
N(2) C(5) H(51) 98.29 no
N(2) C(5) H(52) 113.38 no
C(4) C(5) H(51) 112.88 no
C(4) C(5) H(52) 102.40 no
H(51) C(5) H(52) 120.45 no
N(2') C(5') H(5'1) 114.26 no
N(2') C(5') H(5'2) 107.59 no
C(4') C(5') H(5'1) 97.19 no
C(4') C(5') H(5'2) 108.88 no
H(5'1) C(5') H(5'2) 114.32 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(1) . . 1.307(9) yes
O(1') C(1') . . 1.290(10) yes
O(2) C(1) . . 1.180(10) yes
O(2') C(1') . . 1.210(10) yes
O(3) N(5) . . 1.240(10) yes
O(3') N(5') . . 1.260(10) yes
O(4) N(5) . . 1.240(10) yes
O(4') N(5') . . 1.230(10) yes
N(1) C(2) . . 1.480(10) yes
N(1') C(2') . . 1.500(10) yes
N(2) C(5) . . 1.470(10) yes
N(2) C(6) . . 1.330(10) yes
N(2') C(5') . . 1.480(10) yes
N(2') C(6') . . 1.320(10) yes
N(3) C(6) . . 1.300(10) yes
N(3') C(6') . . 1.350(10) yes
N(4) N(5) . . 1.360(10) yes
N(4) C(6) . . 1.360(10) yes
N(4') N(5') . . 1.329(9) yes
N(4') C(6') . . 1.360(10) yes
C(1) C(2) . . 1.490(10) yes
C(1') C(2') . . 1.490(10) yes
C(2) C(3) . . 1.530(10) yes
C(2') C(3') . . 1.530(10) yes
C(3) C(4) . . 1.33(2) yes
C(3') C(4') . . 1.480(10) yes
C(4) C(5) . . 1.440(10) yes
C(4') C(5') . . 1.530(10) yes
O(1) H(1) . . 1.144 no
O(1') H(1') . . 1.148 no
O(5) H(5A) . . 1.151 no
O(5) H(5B) . . 0.949 no
O(6) H(6A) . . 0.987 no
O(6) H(6B) . . 0.980 no
N(1) H(1A) . . 0.936 no
N(1) H(1B) . . 0.941 no
N(1) H(1C) . . 0.973 no
N(1') H(1'A) . . 0.940 no
N(1') H(1'B) . . 0.937 no
N(1') H(1'C) . . 0.995 no
N(2) H(2) . . 1.195 no
N(2') H(2') . . 0.997 no
N(3) H(3A) . . 1.063 no
N(3) H(3B) . . 1.051 no
N(3') H(3'A) . . 0.958 no
N(3') H(3'B) . . 1.069 no
C(2) H(21) . . 0.850 no
C(2') H(2'1) . . 0.785 no
C(3) H(31) . . 0.960 no
C(3) H(32) . . 0.948 no
C(3') H(3'1) . . 1.039 no
C(3') H(3'2) . . 0.988 no
C(4) H(41) . . 0.959 no
C(4) H(42) . . 0.945 no
C(4') H(4'1) . . 0.952 no
C(4') H(4'2) . . 1.098 no
C(5) H(51) . . 1.119 no
C(5) H(52) . . 1.053 no
C(5') H(5'1) . . 1.071 no
C(5') H(5'2) . . 0.954 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139057409