#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:52:38 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/14/2001407.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_2001407
loop_
_publ_author_name
'Okabe, N.'
'Fukuda, H.'
'Nakamura, T.'
_publ_section_title
;
 Structure of iproniazid phosphate
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1677
_journal_page_last               1678
_journal_paper_doi               10.1107/S010827019300304X
_journal_volume                  49
_journal_year                    1993
_chemical_formula_moiety         'C9 H14 N3 O 1+, H2 O4 P 1-'
_chemical_formula_sum            'C9 H16 N3 O5 P'
_chemical_formula_weight         277.22
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                94.110(10)
_cell_angle_beta                 98.840(10)
_cell_angle_gamma                116.556(8)
_cell_formula_units_Z            2
_cell_length_a                   9.0360(10)
_cell_length_b                   10.0940(10)
_cell_length_c                   7.8868(9)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      20.75
_cell_measurement_theta_min      18.6
_cell_volume                     627.74(13)
_diffrn_measurement_device       'Rigaku AFC-5R'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.016
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3050
_diffrn_reflns_theta_max         27.5
_diffrn_standards_decay_%        2.02
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.229
_exptl_absorpt_correction_T_max  1.10
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_type   'DIFABS (Walker & Stuart, 1983)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_description       plate
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.22
_refine_diff_density_min         -0.39
_refine_ls_goodness_of_fit_obs   1.55
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2088
_refine_ls_R_factor_obs          0.039
_refine_ls_shift/esd_max         0.02
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 4F~o~^2^/[\s^2^(F~o~^2^)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.046
_reflns_number_observed          2088
_reflns_number_total             2869
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            oh1009.cif
_cod_data_source_block           oh1009_structure_1_of_1
_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        627.70(10)
_cod_database_code               2001407
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
P(1) .92340(7) .35902(6) .26902(8)
O(1) .8137(2) .3128(2) .4107(2)
O(2) 1.0536(2) .2981(2) .3095(3)
O(3) .8048(2) .2794(2) .0972(2)
O(4) 1.0153(2) .5275(2) .2844(2)
O(8) 1.1627(3) .1033(2) -.0787(3)
N(1) 1.6383(3) .5302(2) -.2533(3)
N(9) 1.0403(2) .2456(2) -.1605(3)
N(10) .8852(2) .1410(2) -.1236(2)
C(2) 1.6264(3) .4175(3) -.1684(4)
C(3) 1.4778(3) .3147(3) -.1301(3)
C(4) 1.3317(3) .3277(3) -.1816(3)
C(5) 1.3420(3) .4429(3) -.2724(3)
C(6) 1.4966(3) .5413(3) -.3035(3)
C(7) 1.1718(3) .2158(2) -.1361(3)
C(11) .7470(3) .0672(3) -.2840(3)
C(12) .7931(5) -.0167(4) -.4154(5)
C(13) .5861(4) -.0298(4) -.2263(4)
H(2) 1.731(4) .4111(3) -.133(3)
H(3) 1.480(4) .232(3) -.066(4)
H(5) 1.246(3) .456(3) -.314(3)
H(6) 1.507(3) .622(3) -.364(4)
H(9) 1.038(3) .321(3) -.192(3)
H(10A) .907(3) .073(3) -.073(3)
H(10B) .850(4) .204(4) -.008(4)
H(11) .738(3) .151(3) -.330(3)
H(12A) .706(4) -.063(4) -.519(5)
H(12B) .813(4) -.083(4) -.358(4)
H(12C) .898(4) .046(4) -.445(4)
H(13A) .556(4) .023(4) -.136(5)
H(13B) .491(4) -.064(4) -.323(5)
H(13C) .592(5) -.106(4) -.184(5)
H(14) .870(4) .370(4) .501(4)
H(15) 1.151(5) .354(4) .281(5)
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
O(1) P(1) O(2) 105.30(10) yes
O(1) P(1) O(3) 106.30(10) yes
O(1) P(1) O(4) 110.10(10) yes
O(2) P(1) O(3) 110.40(10) yes
O(2) P(1) O(4) 109.74(9) yes
O(3) P(1) O(4) 114.60(10) yes
C(2) N(1) C(6) 117.4(2) yes
N(10) N(9) C(7) 118.6(2) yes
N(9) N(10) C(11) 112.5(2) yes
N(1) C(2) C(3) 123.5(2) yes
C(2) C(3) C(4) 119.0(2) yes
C(3) C(4) C(5) 118.0(2) yes
C(3) C(4) C(7) 118.1(2) yes
C(5) C(4) C(7) 123.9(2) yes
C(4) C(5) C(6) 118.9(2) yes
N(1) C(6) C(5) 123.4(2) yes
O(8) C(7) N(9) 121.9(2) yes
O(8) C(7) C(4) 121.5(2) yes
N(9) C(7) C(4) 116.7(2) yes
N(10) C(11) C(12) 111.6(2) yes
N(10) C(11) C(13) 107.4(2) yes
C(12) C(11) C(13) 113.8(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
P(1) O(1) 1.565(2) yes
P(1) O(2) 1.557(2) yes
P(1) O(3) 1.502(2) yes
P(1) O(4) 1.508(2) yes
O(8) C(7) 1.226(3) yes
N(1) C(2) 1.333(3) yes
N(1) C(6) 1.337(3) yes
N(9) N(10) 1.418(2) yes
N(9) C(7) 1.341(3) yes
N(10) C(11) 1.504(3) yes
C(2) C(3) 1.377(3) yes
C(3) C(4) 1.386(3) yes
C(4) C(5) 1.385(3) yes
C(4) C(7) 1.500(3) yes
C(5) C(6) 1.378(3) yes
C(11) C(12) 1.512(4) yes
C(11) C(13) 1.508(4) yes
O(1) H(14) 0.82(3) yes
O(2) H(15) 0.89(4) yes
N(9) H(9) 0.83(3) yes
N(10) H(10A) 0.89(3) yes
N(10) H(10B) 1.24(4) yes
C(2) H(2) 0.98(3) yes
C(3) H(3) 1.01(3) yes
C(5) H(5) 0.95(3) yes
C(6) H(6) 0.95(3) yes
C(11) H(11) 0.98(3) yes
C(12) H(12A) 0.96(3) yes
C(12) H(12B) 0.90(3) yes
C(12) H(12C) 0.95(3) yes
C(13) H(13A) 1.00(4) yes
C(13) H(13B) 0.97(4) yes
C(13) H(13C) 0.88(4) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139053774
