#------------------------------------------------------------------------------
#$Date: 2018-06-14 04:32:00 +0300 (Thu, 14 Jun 2018) $
#$Revision: 208360 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/78/2007826.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_2007826
loop_
_publ_author_name
'Grimaldi, Sandra'
'Siri, Didier'
'Finet, Jean-Pierre'
'Tordo, Paul'
_publ_section_title
N-tert-Butyl-N-(1-dibenzylphosphono-2,2-dimethylpropyl)nitroxide
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1712
_journal_page_last               1714
_journal_paper_doi               10.1107/S0108270198005216
_journal_volume                  54
_journal_year                    1998
_chemical_formula_moiety         'C23 H33 N1 O4 P1'
_chemical_formula_sum            'C23 H33 N O4 P'
_chemical_formula_weight         418.50
_chemical_name_systematic        ' ?'
_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_type_scat_source           IntTabC
_cell_angle_alpha                97.75(2)
_cell_angle_beta                 93.72(4)
_cell_angle_gamma                98.87(4)
_cell_formula_units_Z            2
_cell_length_a                   6.027(3)
_cell_length_b                   8.608(2)
_cell_length_c                   22.935(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294
_cell_measurement_theta_max      14
_cell_measurement_theta_min      11
_cell_volume                     1160.4(7)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'BEGIN in SDP-Plus (Frenz, 1985)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'CIF VAX in MolEN (Fair, 1990)'
_computing_structure_refinement  'LSFM in SDP-Plus'
_computing_structure_solution    'MULTAN80 (Main et al., 1980)'
_diffrn_ambient_temperature      294
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.030
_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       26
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3721
_diffrn_reflns_theta_max         28
_diffrn_reflns_theta_min         1.80
_diffrn_standards_decay_%        0.96
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.20
_exptl_crystal_density_meas      1.21(2)
_exptl_crystal_density_method    ' flotation in benzene/chloroform'
_exptl_crystal_description       prism
_exptl_crystal_F_000             450
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.2667
_refine_diff_density_min         -0.2482
_refine_ls_extinction_coef       0.61E-6
_refine_ls_extinction_method     'isotropic (Zachariasen, 1963)'
_refine_ls_goodness_of_fit_obs   1.102
_refine_ls_hydrogen_treatment    'H atoms included but not refined'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         2491
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.126
_refine_ls_R_factor_obs          0.049
_refine_ls_shift/esd_max         0.002
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 4Fo²/[σ²(Fo²) + 0.0016Fo⁴]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.067
_reflns_number_observed          2491
_reflns_number_total             3620
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            gs1002.cif
_cod_data_source_block           gs1002
_cod_depositor_comments
;
 Updating space group information and adding the symmetry operation list.

 Antanas Vaitkus,
 2018-06-14

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 4Fo^2^/[\s^2^(Fo^2^) +
0.0016Fo^4^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 4Fo^2^/[\s^2^(Fo^2^) + 0.0016Fo^4^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1160.0(10)
_cod_original_formula_sum        'C23 H33 N1 O4 P1'
_cod_database_code               2007826
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
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
P 0.21460(10) 0.09222(9) 0.79005(4) 0.0472(2) Uani ?
O1 0.3435(4) -0.0324(2) 0.80070(10) 0.0623(7) Uani ?
O2 0.3106(3) 0.2011(2) 0.74455(9) 0.0560(6) Uani ?
O3 -0.0357(3) 0.0304(2) 0.76220(10) 0.0588(7) Uani ?
O4 0.5473(3) 0.3318(2) 0.86520(10) 0.0593(6) Uani ?
N 0.3494(4) 0.3678(3) 0.86220(10) 0.0469(7) Uani ?
C1 0.5385(6) 0.2053(5) 0.7278(2) 0.0810(10) Uani ?
C2 0.5614(5) 0.2762(4) 0.67270(10) 0.0590(10) Uani ?
C3 0.7692(7) 0.3486(6) 0.6622(2) 0.101(2) Uani ?
C4 0.8036(8) 0.4120(6) 0.6115(2) 0.125(2) Uani ?
C5 0.6298(8) 0.4040(6) 0.5704(2) 0.126(2) Uani ?
C6 0.4225(9) 0.3318(8) 0.5801(2) 0.137(2) Uani ?
C7 0.3894(7) 0.2658(6) 0.6311(2) 0.101(2) Uani ?
C8 -0.1002(6) -0.1308(4) 0.7307(2) 0.0710(10) Uani ?
C9 -0.0241(6) -0.1455(4) 0.6705(2) 0.0690(10) Uani ?
C10 -0.1457(7) -0.0935(5) 0.6258(2) 0.0930(10) Uani ?
C11 -0.0820(10) -0.1084(7) 0.5689(2) 0.128(2) Uani ?
C12 0.1050(10) -0.1752(7) 0.5557(2) 0.136(2) Uani ?
C13 0.2282(8) -0.2249(6) 0.5994(2) 0.126(2) Uani ?
C14 0.1638(7) -0.2101(5) 0.6575(2) 0.100(2) Uani ?
C15 0.1606(4) 0.2327(3) 0.85280(10) 0.0444(8) Uani ?
C16 0.1123(5) 0.1592(4) 0.90990(10) 0.0510(9) Uani ?
C17 0.0362(6) 0.2838(4) 0.9549(2) 0.0700(10) Uani ?
C18 -0.0831(6) 0.0185(4) 0.8945(2) 0.0670(10) Uani ?
C19 0.3182(6) 0.1031(4) 0.9376(2) 0.0660(10) Uani ?
C20 0.3339(5) 0.5371(3) 0.8577(2) 0.0590(10) Uani ?
C21 0.4542(7) 0.5834(4) 0.8047(2) 0.0940(10) Uani ?
C22 0.0940(6) 0.5637(4) 0.8510(2) 0.0870(10) Uani ?
C23 0.4588(8) 0.6366(5) 0.9138(2) 0.103(2) Uani ?
H1 0.5776 0.0985 0.7222 0.0926 Uiso calc
H2 0.6477 0.2662 0.7588 0.0926 Uiso calc
H3 0.9022 0.3499 0.6913 0.1199 Uiso calc
H4 0.9464 0.4709 0.6041 0.1441 Uiso calc
H5 0.6542 0.4499 0.5345 0.1414 Uiso calc
H6 0.2953 0.3275 0.5495 0.1615 Uiso calc
H7 0.2395 0.2108 0.6370 0.1143 Uiso calc
H8 -0.2613 -0.1614 0.7281 0.0839 Uiso calc
H9 -0.0361 -0.2049 0.7523 0.0839 Uiso calc
H10 -0.2785 -0.0439 0.6361 0.1206 Uiso calc
H11 -0.1713 -0.0714 0.5370 0.1615 Uiso calc
H12 0.1505 -0.1758 0.5160 0.1545 Uiso calc
H13 0.3593 -0.2696 0.5873 0.1377 Uiso calc
H14 0.2542 -0.2497 0.6877 0.1198 Uiso calc
H15 0.0221 0.2696 0.8426 0.0542 Uiso calc
H16 0.0040 0.2410 0.9905 0.0847 Uiso calc
H17 0.1486 0.3748 0.9639 0.0847 Uiso calc
H18 -0.0997 0.3142 0.9390 0.0847 Uiso calc
H19 0.2838 0.0575 0.9725 0.0775 Uiso calc
H20 0.3672 0.0231 0.9102 0.0775 Uiso calc
H21 0.4401 0.1892 0.9478 0.0775 Uiso calc
H22 -0.1153 -0.0282 0.9294 0.0832 Uiso calc
H23 -0.2143 0.0558 0.8805 0.0832 Uiso calc
H24 -0.0436 -0.0584 0.8657 0.0832 Uiso calc
H25 0.4466 0.6899 0.8006 0.1056 Uiso calc
H26 0.6057 0.5674 0.8087 0.1056 Uiso calc
H27 0.3794 0.5156 0.7696 0.1056 Uiso calc
H28 0.0873 0.6729 0.8483 0.0954 Uiso calc
H29 0.0179 0.5003 0.8158 0.0954 Uiso calc
H30 0.0163 0.5351 0.8839 0.0954 Uiso calc
H31 0.4523 0.7462 0.9132 0.1209 Uiso calc
H32 0.3861 0.6050 0.9475 0.1209 Uiso calc
H33 0.6098 0.6208 0.9173 0.1209 Uiso calc
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
O1 P O2 114.90(10) yes
O1 P O3 114.70(10) yes
O1 P C15 119.10(10) yes
O2 P O3 101.90(10) yes
O2 P C15 104.20(10) yes
O3 P C15 99.60(10) yes
P O2 C1 121.5(2) yes
P O3 C8 120.6(2) yes
O4 N C15 116.0(2) yes
O4 N C20 116.6(2) yes
C15 N C20 126.5(2) yes
O2 C1 C2 109.6(3) yes
C1 C2 C3 118.4(3) yes
C1 C2 C7 123.3(3) yes
O3 C8 C9 111.9(3) yes
C8 C9 C10 119.5(4) yes
C8 C9 C14 121.8(4) yes
C10 C9 C14 118.7(4) yes
P C15 N 107.8(2) yes
P C15 C16 115.0(2) yes
N C15 C16 113.1(2) yes
C15 C16 C17 108.8(3) yes
C15 C16 C18 108.3(2) yes
C15 C16 C19 112.8(3) yes
C17 C16 C18 108.0(3) yes
C17 C16 C19 109.0(3) yes
C18 C16 C19 109.9(3) yes
N C20 C21 108.5(3) yes
N C20 C22 111.9(2) yes
N C20 C23 106.9(3) yes
C21 C20 C22 109.6(3) yes
C21 C20 C23 108.8(3) yes
C22 C20 C23 111.0(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
P O1 1.455(2) yes
P O2 1.574(2) yes
P O3 1.583(2) yes
P C15 1.832(3) yes
O2 C1 1.446(4) yes
O3 C8 1.458(4) yes
O4 N 1.278(3) yes
N C15 1.479(3) yes
N C20 1.491(4) yes
C1 C2 1.480(6) yes
C2 C3 1.362(5) yes
C2 C7 1.347(5) yes
C3 C4 1.365(8) yes
C4 C5 1.349(7) yes
C5 C6 1.353(7) yes
C6 C7 1.380(7) yes
C8 C9 1.477(5) yes
C9 C10 1.385(6) yes
C9 C14 1.369(6) yes
C10 C11 1.379(7) yes
C11 C12 1.376(9) yes
C12 C13 1.364(8) yes
C13 C14 1.407(8) yes
C15 C16 1.554(5) yes
C16 C17 1.530(5) yes
C16 C18 1.540(4) yes
C16 C19 1.530(5) yes
C20 C21 1.524(6) yes
C20 C22 1.500(5) yes
C20 C23 1.527(6) yes
