#------------------------------------------------------------------------------
#$Date: 2021-06-05 21:43:02 +0300 (Sat, 05 Jun 2021) $
#$Revision: 266047 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/72/7707227.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_7707227
loop_
_publ_author_name
'Faria, Erica N.'
'Jupp, Andrew R.'
'Goicoechea, Jose M.'
_publ_section_title
;
 Novel primary phosphinecarboxamides derived from diamines.
;
_journal_issue                   20
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6991
_journal_page_last               6996
_journal_paper_doi               10.1039/d1dt01198g
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C H5 N2 O P'
_chemical_formula_sum            'C H5 N2 O P'
_chemical_formula_weight         92.04
_chemical_name_systematic
;
 PH2C(O)NHNH2
;
_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   difmap
_audit_creation_method           SHELXL-2018/1
_audit_update_record
;
2021-04-12 deposited with the CCDC.	2021-04-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.901(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   25.025(2)
_cell_length_b                   4.8946(4)
_cell_length_c                   6.9706(10)
_cell_measurement_reflns_used    1271
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      76.0820
_cell_measurement_theta_min      7.0990
_cell_volume                     851.83(16)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5035
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0636
_diffrn_reflns_av_unetI/netI     0.0627
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            5153
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.470
_diffrn_reflns_theta_max         66.470
_diffrn_reflns_theta_min         3.540
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.342
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88678
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_description       needle
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_refine_diff_density_max         1.097
_refine_diff_density_min         -0.724
_refine_diff_density_rms         0.110
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         1500
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.125
_refine_ls_R_factor_all          0.1063
_refine_ls_R_factor_gt           0.0788
_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)+(0.0798P)²+4.9532P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2102
_refine_ls_wR_factor_ref         0.2203
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1033
_reflns_number_total             1500
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt01198g2.cif
_cod_data_source_block           EF184
_cod_depositor_comments
'Adding full bibliography for 7707227--7707230.cif.'
_cod_original_cell_volume        851.85(16)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7707227
_shelx_shelxl_version_number     2018/1
_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   0.509
_shelx_estimated_absorpt_t_max   0.918
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
P1 P 0.18909(7) 0.0269(4) 0.1512(3) 0.0367(6) Uani 1 1 d D . . . .
C1 C 0.1204(2) -0.0852(13) 0.2009(10) 0.0239(14) Uani 1 1 d . . . . .
O1 O 0.10865(19) -0.3270(9) 0.1920(7) 0.0315(12) Uani 1 1 d . . . . .
N1 N 0.0873(2) 0.1104(10) 0.2559(8) 0.0237(12) Uani 1 1 d . . . . .
N2 N 0.0364(2) 0.0451(12) 0.3266(10) 0.0266(13) Uani 1 1 d . . . . .
P21 P 0.31089(8) 0.5159(4) 0.0557(3) 0.0392(6) Uani 1 1 d D . . . .
C21 C 0.3804(3) 0.4126(13) 0.1407(10) 0.0239(13) Uani 1 1 d . . . . .
O21 O 0.39190(19) 0.1686(9) 0.1394(8) 0.0318(11) Uani 1 1 d . . . . .
N21 N 0.4125(2) 0.6083(11) 0.2121(9) 0.0264(12) Uani 1 1 d . . . . .
N22 N 0.4632(2) 0.5458(12) 0.3088(10) 0.0301(14) Uani 1 1 d . . . . .
H2 H 0.186(4) -0.036(17) -0.041(4) 0.05(2) Uiso 1 1 d D . . . .
H4 H 0.053(4) -0.047(18) 0.442(12) 0.04(2) Uiso 1 1 d . . . . .
H5 H 0.022(3) -0.055(15) 0.261(10) 0.010(17) Uiso 1 1 d . . . . .
H21 H 0.314(4) 0.447(18) -0.136(4) 0.05(3) Uiso 1 1 d D . . . .
H22 H 0.323(4) 0.785(8) 0.016(14) 0.06(3) Uiso 1 1 d D . . . .
H23 H 0.402(2) 0.792(14) 0.207(8) 0.007(14) Uiso 1 1 d . . . . .
H24 H 0.473(3) 0.428(16) 0.251(10) 0.015(18) Uiso 1 1 d . . . . .
H25 H 0.449(4) 0.450(19) 0.409(13) 0.04(2) Uiso 1 1 d . . . . .
H1 H 0.180(4) 0.299(6) 0.106(12) 0.05(2) Uiso 1 1 d D . . . .
H3 H 0.098(3) 0.303(18) 0.242(11) 0.033 Uiso 1 1 d . U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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
C1 P1 H2 97(4) . . ?
C1 P1 H1 100(4) . . ?
H2 P1 H1 90(5) . . ?
O1 C1 N1 123.8(6) . . ?
O1 C1 P1 120.0(5) . . ?
N1 C1 P1 116.1(5) . . ?
C1 N1 N2 121.4(5) . . ?
C1 N1 H3 118(5) . . ?
N2 N1 H3 121(5) . . ?
N1 N2 H4 93(5) . . ?
N1 N2 H5 110(5) . . ?
H4 N2 H5 111(7) . . ?
C21 P21 H21 97(4) . . ?
C21 P21 H22 96(4) . . ?
H21 P21 H22 91(5) . . ?
O21 C21 N21 124.6(6) . . ?
O21 C21 P21 118.4(5) . . ?
N21 C21 P21 116.8(5) . . ?
C21 N21 N22 121.3(5) . . ?
C21 N21 H23 122(4) . . ?
N22 N21 H23 117(4) . . ?
N21 N22 H24 103(6) . . ?
N21 N22 H25 95(5) . . ?
H24 N22 H25 100(8) . . ?
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
P1 C1 1.859(6) . ?
P1 H2 1.37(2) . ?
P1 H1 1.38(2) . ?
C1 O1 1.220(8) . ?
C1 N1 1.339(8) . ?
N1 N2 1.432(7) . ?
N1 H3 0.99(9) . ?
N2 H4 0.98(9) . ?
N2 H5 0.75(7) . ?
P21 C21 1.868(7) . ?
P21 H21 1.38(2) . ?
P21 H22 1.38(2) . ?
C21 O21 1.229(8) . ?
C21 N21 1.326(8) . ?
N21 N22 1.429(8) . ?
N21 H23 0.93(7) . ?
N22 H24 0.75(8) . ?
N22 H25 0.94(9) . ?
