#------------------------------------------------------------------------------
#$Date: 2020-10-06 14:45:27 +0300 (Tue, 06 Oct 2020) $
#$Revision: 258120 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/06/7240643.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_7240643
loop_
_publ_author_name
'Urbanovský, Peter'
'Kotek, Jan'
'Císařová, Ivana'
'Hermann, Petr'
_publ_section_title
;
 Selective and clean synthesis of aminoalkyl-H-phosphinic acids from
 hypophosphorous acid by phospha-Mannich reaction
;
_journal_issue                   36
_journal_name_full               'RSC Advances'
_journal_page_first              21329
_journal_page_last               21349
_journal_paper_doi               10.1039/D0RA03075A
_journal_volume                  10
_journal_year                    2020
_chemical_formula_moiety         'C5 H10 N O6 P'
_chemical_formula_sum            'C5 H10 N O6 P'
_chemical_formula_weight         211.11
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-02-19 deposited with the CCDC.	2020-05-15 downloaded from the CCDC.
;
_cell_angle_alpha                101.004(5)
_cell_angle_beta                 95.811(5)
_cell_angle_gamma                103.446(5)
_cell_formula_units_Z            2
_cell_length_a                   5.1523(6)
_cell_length_b                   7.4078(9)
_cell_length_c                   11.8502(14)
_cell_measurement_reflns_used    5555
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      72.1061
_cell_measurement_theta_min      3.8451
_cell_volume                     426.75(9)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'Bruker Instrument Service V6.2.6'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7703
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.255
_diffrn_reflns_theta_min         3.845
_diffrn_source                   'I\mS micro-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.968
_exptl_absorpt_correction_T_max  0.90
_exptl_absorpt_correction_T_min  0.78
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_description       prism
_exptl_crystal_F_000             220
_exptl_crystal_size_max          0.149
_exptl_crystal_size_mid          0.088
_exptl_crystal_size_min          0.037
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     134
_refine_ls_number_reflns         1679
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0345
_refine_ls_R_factor_gt           0.0309
_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)+(0.0453P)²+0.1673P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0798
_refine_ls_wR_factor_ref         0.0821
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1527
_reflns_number_total             1679
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ra03075a3.cif
_cod_data_source_block           idampin
_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 7240636--7240653.cif.
;
_cod_database_code               7240643
_shelx_shelxl_version_number     2014/7
_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   0.666
_shelx_estimated_absorpt_t_max   0.898
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
P1 P 0.58300(8) 0.17824(5) 0.22834(3) 0.01590(15) Uani 1 1 d . . . . .
H1 H 0.705(4) 0.108(3) 0.1474(17) 0.021(5) Uiso 1 1 d . . . . .
O11 O 0.3485(2) 0.24072(16) 0.17714(10) 0.0217(3) Uani 1 1 d . . . . .
O12 O 0.5359(2) 0.04538(16) 0.30954(10) 0.0203(3) Uani 1 1 d . . . . .
C2 C 0.8200(3) 0.3976(2) 0.31392(14) 0.0166(3) Uani 1 1 d . . . . .
H21 H 0.7923 0.4145 0.3964 0.020 Uiso 1 1 calc R U . . .
H22 H 1.0074 0.3878 0.3100 0.020 Uiso 1 1 calc R U . . .
N3 N 0.7796(3) 0.56718(18) 0.26866(11) 0.0134(3) Uani 1 1 d . . . . .
H31 H 0.605(4) 0.544(3) 0.2446(17) 0.022(5) Uiso 1 1 d . . . . .
C4 C 0.8589(3) 0.7462(2) 0.36096(13) 0.0155(3) Uani 1 1 d . . . . .
H41 H 0.8762 0.8572 0.3245 0.019 Uiso 1 1 calc R U . . .
H42 H 1.0364 0.7565 0.4060 0.019 Uiso 1 1 calc R U . . .
C5 C 0.6499(3) 0.7475(2) 0.44185(13) 0.0149(3) Uani 1 1 d . . . . .
O51 O 0.7431(2) 0.87942(17) 0.53633(10) 0.0231(3) Uani 1 1 d . . . . .
H511 H 0.623(6) 0.891(4) 0.586(3) 0.072(10) Uiso 1 1 d . . . . .
O52 O 0.4256(2) 0.63988(16) 0.41687(10) 0.0188(3) Uani 1 1 d . . . . .
C6 C 0.9196(3) 0.5926(2) 0.16579(14) 0.0177(3) Uani 1 1 d . . . . .
H61 H 0.9311 0.4675 0.1220 0.021 Uiso 1 1 calc R U . . .
H62 H 1.1054 0.6745 0.1924 0.021 Uiso 1 1 calc R U . . .
C7 C 0.7630(3) 0.6836(2) 0.08773(13) 0.0156(3) Uani 1 1 d . . . . .
O71 O 0.9064(2) 0.74559(17) 0.01093(10) 0.0202(3) Uani 1 1 d . . . . .
H711 H 0.806(5) 0.767(3) -0.043(2) 0.042(7) Uiso 1 1 d . . . . .
O72 O 0.5322(2) 0.68664(16) 0.09600(10) 0.0198(3) Uani 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 0.0181 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
O12 P1 O11 118.98(7) . . ?
O12 P1 C2 105.84(7) . . ?
O11 P1 C2 105.06(7) . . ?
O12 P1 H1 108.5(9) . . ?
O11 P1 H1 110.7(9) . . ?
C2 P1 H1 106.9(9) . . ?
N3 C2 P1 110.72(10) . . ?
N3 C2 H21 109.5 . . ?
P1 C2 H21 109.5 . . ?
N3 C2 H22 109.5 . . ?
P1 C2 H22 109.5 . . ?
H21 C2 H22 108.1 . . ?
C4 N3 C6 110.68(12) . . ?
C4 N3 C2 112.46(12) . . ?
C6 N3 C2 112.52(12) . . ?
C4 N3 H31 107.5(13) . . ?
C6 N3 H31 107.0(13) . . ?
C2 N3 H31 106.4(13) . . ?
N3 C4 C5 110.43(12) . . ?
N3 C4 H41 109.6 . . ?
C5 C4 H41 109.6 . . ?
N3 C4 H42 109.6 . . ?
C5 C4 H42 109.6 . . ?
H41 C4 H42 108.1 . . ?
O52 C5 O51 126.67(15) . . ?
O52 C5 C4 122.35(14) . . ?
O51 C5 C4 110.96(13) . . ?
C5 O51 H511 115(2) . . ?
N3 C6 C7 109.35(12) . . ?
N3 C6 H61 109.8 . . ?
C7 C6 H61 109.8 . . ?
N3 C6 H62 109.8 . . ?
C7 C6 H62 109.8 . . ?
H61 C6 H62 108.3 . . ?
O72 C7 O71 127.06(15) . . ?
O72 C7 C6 121.69(14) . . ?
O71 C7 C6 111.17(13) . . ?
C7 O71 H711 110.5(16) . . ?
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 O12 1.5005(12) . ?
P1 O11 1.5034(12) . ?
P1 C2 1.8321(16) . ?
P1 H1 1.293(19) . ?
C2 N3 1.5054(19) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
N3 C4 1.4918(19) . ?
N3 C6 1.4982(19) . ?
N3 H31 0.88(2) . ?
C4 C5 1.513(2) . ?
C4 H41 0.9900 . ?
C4 H42 0.9900 . ?
C5 O52 1.2129(19) . ?
C5 O51 1.3015(19) . ?
O51 H511 0.91(3) . ?
C6 C7 1.517(2) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 O72 1.2082(19) . ?
C7 O71 1.3125(19) . ?
O71 H711 0.85(3) . ?
