#------------------------------------------------------------------------------
#$Date: 2019-11-17 05:28:10 +0200 (Sun, 17 Nov 2019) $
#$Revision: 228130 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/25/7122510.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_7122510
loop_
_publ_author_name
'Zhou, Lin'
'Shi, Ping-Ping'
'Zheng, Xuan'
'Geng, Fu-Juan'
'Ye, Qiong'
'Fu, Da-Wei'
_publ_section_title
;
 Molecular design of high-temperature organic dielectric switches.
;
_journal_issue                   93
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              13111
_journal_page_last               13114
_journal_paper_doi               10.1039/c8cc07311b
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C6 H2 N3 O7, C6 H14 P'
_chemical_formula_sum            'C12 H16 N3 O7 P'
_chemical_formula_weight         345.25
_space_group_IT_number           61
_space_group_name_Hall           '-P 2bc 2ac'
_space_group_name_H-M_alt        'P c a b'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2bc 2ac'
_symmetry_space_group_name_H-M   'P c a b'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2018-09-08 deposited with the CCDC.
2018-10-26 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   7.0408(14)
_cell_length_b                   19.834(4)
_cell_length_c                   23.634(5)
_cell_measurement_reflns_used    2127
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.99
_cell_measurement_theta_min      3.19
_cell_volume                     3300.4(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Mercury2 (2x2 bin mode)'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0818
_diffrn_reflns_av_sigmaI/netI    0.0549
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            18712
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         3.19
_exptl_absorpt_coefficient_mu    0.205
_exptl_absorpt_correction_T_max  0.9641
_exptl_absorpt_correction_T_min  0.9602
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.549
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         3242
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.149
_refine_ls_R_factor_all          0.1474
_refine_ls_R_factor_gt           0.0995
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0809P)²+5.3362P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2107
_refine_ls_wR_factor_ref         0.2374
_reflns_number_gt                2127
_reflns_number_total             3242
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c8cc07311b2.cif
_cod_data_source_block           4_293K
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7122508--7122513.cif.
;
_cod_database_code               7122510
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y+1/2, z+1/2'
'x+1/2, -y, -z+1/2'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'-x-1/2, y, z-1/2'
'x-1/2, -y-1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C11 C 0.4979(11) 0.9340(7) 0.1918(3) 0.168(5) Uani 1 1 d D
H11 H 0.5328 0.8888 0.1935 0.202 Uiso 1 1 calc R
C12 C 0.6360(13) 0.9667(6) 0.2034(3) 0.153(4) Uani 1 1 d D
H12A H 0.6291 1.0135 0.2040 0.183 Uiso 1 1 calc R
H12B H 0.7500 0.9452 0.2118 0.183 Uiso 1 1 calc R
O1 O 0.2931(6) 0.82008(18) 0.47830(14) 0.0709(11) Uani 1 1 d .
N1 N 0.3061(6) 0.6741(2) 0.4691(2) 0.0553(11) Uani 1 1 d .
C2 C 0.3493(6) 0.7211(2) 0.42279(18) 0.0411(10) Uani 1 1 d .
C5 C 0.4400(6) 0.8038(3) 0.33151(19) 0.0482(12) Uani 1 1 d .
H5 H 0.4740 0.8311 0.3012 0.058 Uiso 1 1 calc R
C6 C 0.3873(6) 0.8320(2) 0.38184(19) 0.0449(11) Uani 1 1 d .
N3 N 0.3844(8) 0.9055(2) 0.3846(2) 0.0701(13) Uani 1 1 d .
C4 C 0.4426(6) 0.7338(3) 0.32594(19) 0.0492(12) Uani 1 1 d .
C3 C 0.3960(6) 0.6925(2) 0.3720(2) 0.0473(12) Uani 1 1 d .
H3 H 0.3969 0.6458 0.3680 0.057 Uiso 1 1 calc R
C1 C 0.3378(6) 0.7938(2) 0.43299(19) 0.0434(11) Uani 1 1 d .
N2 N 0.4969(6) 0.7037(3) 0.2729(2) 0.0686(13) Uani 1 1 d .
O5 O 0.5477(7) 0.7409(3) 0.23364(17) 0.0939(15) Uani 1 1 d .
O4 O 0.4936(8) 0.6419(3) 0.2684(2) 0.1087(17) Uani 1 1 d .
O3 O 0.2680(7) 0.6158(2) 0.4576(2) 0.0951(15) Uani 1 1 d .
O7 O 0.2709(9) 0.9335(2) 0.4151(2) 0.1154(19) Uani 1 1 d .
O6 O 0.4958(8) 0.9358(2) 0.3535(2) 0.1091(17) Uani 1 1 d .
O2 O 0.3110(7) 0.6942(2) 0.51792(17) 0.0886(14) Uani 1 1 d .
P1 P 0.2601(2) 0.89695(7) 0.10889(6) 0.0558(4) Uani 1 1 d .
C10 C 0.3020(8) 0.9363(3) 0.1766(2) 0.0749(18) Uani 1 1 d D
H10A H 0.2606 0.9830 0.1750 0.090 Uiso 1 1 calc R
H10B H 0.2276 0.9135 0.2053 0.090 Uiso 1 1 calc R
C9 C 0.3515(10) 0.8130(3) 0.1105(2) 0.0832(19) Uani 1 1 d .
H9A H 0.3228 0.7908 0.0754 0.125 Uiso 1 1 calc R
H9B H 0.2943 0.7887 0.1412 0.125 Uiso 1 1 calc R
H9C H 0.4867 0.8144 0.1157 0.125 Uiso 1 1 calc R
C8 C 0.3743(10) 0.9439(3) 0.0549(2) 0.083(2) Uani 1 1 d .
H8A H 0.3540 0.9224 0.0190 0.124 Uiso 1 1 calc R
H8B H 0.5081 0.9462 0.0625 0.124 Uiso 1 1 calc R
H8C H 0.3227 0.9887 0.0538 0.124 Uiso 1 1 calc R
C7 C 0.0099(10) 0.8925(4) 0.0979(3) 0.111(3) Uani 1 1 d .
H7A H -0.0158 0.8666 0.0644 0.166 Uiso 1 1 calc R
H7B H -0.0401 0.9372 0.0933 0.166 Uiso 1 1 calc R
H7C H -0.0490 0.8714 0.1299 0.166 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
C12 C11 C10 145.4(13)
C12 C11 H11 107.3
C10 C11 H11 107.3
C11 C12 H12A 120.0
C11 C12 H12B 120.0
H12A C12 H12B 120.0
O3 N1 O2 121.8(5)
O3 N1 C2 118.8(5)
O2 N1 C2 119.4(4)
C3 C2 C1 124.5(4)
C3 C2 N1 116.1(4)
C1 C2 N1 119.4(4)
C6 C5 C4 119.6(4)
C6 C5 H5 120.2
C4 C5 H5 120.2
C5 C6 N3 116.9(4)
C5 C6 C1 124.7(4)
N3 C6 C1 118.3(4)
O7 N3 O6 123.6(5)
O7 N3 C6 119.6(5)
O6 N3 C6 116.8(5)
C5 C4 C3 120.4(4)
C5 C4 N2 119.9(5)
C3 C4 N2 119.7(5)
C2 C3 C4 119.7(4)
C2 C3 H3 120.2
C4 C3 H3 120.2
O1 C1 C2 125.0(4)
O1 C1 C6 123.9(4)
C2 C1 C6 111.1(4)
O4 N2 O5 122.3(5)
O4 N2 C4 118.9(5)
O5 N2 C4 118.8(5)
C8 P1 C7 111.6(4)
C8 P1 C9 110.0(3)
C7 P1 C9 108.3(4)
C8 P1 C10 109.7(3)
C7 P1 C10 108.2(3)
C9 P1 C10 109.0(3)
C11 C10 P1 111.6(5)
C11 C10 H10A 109.3
P1 C10 H10A 109.3
C11 C10 H10B 109.3
P1 C10 H10B 109.3
H10A C10 H10B 108.0
P1 C9 H9A 109.5
P1 C9 H9B 109.5
H9A C9 H9B 109.5
P1 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
P1 C8 H8A 109.5
P1 C8 H8B 109.5
H8A C8 H8B 109.5
P1 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
P1 C7 H7A 109.5
P1 C7 H7B 109.5
H7A C7 H7B 109.5
P1 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C11 C12 1.200(7)
C11 C10 1.427(7)
C11 H11 0.9300
C12 H12A 0.9300
C12 H12B 0.9300
O1 C1 1.231(5)
N1 O3 1.219(6)
N1 O2 1.222(5)
N1 C2 1.470(6)
C2 C3 1.369(6)
C2 C1 1.464(6)
C5 C6 1.366(6)
C5 C4 1.394(7)
C5 H5 0.9300
C6 N3 1.460(6)
C6 C1 1.469(6)
N3 O7 1.211(6)
N3 O6 1.232(6)
C4 C3 1.401(6)
C4 N2 1.440(6)
C3 H3 0.9300
N2 O4 1.231(6)
N2 O5 1.238(6)
P1 C8 1.774(6)
P1 C7 1.783(7)
P1 C9 1.786(6)
P1 C10 1.805(5)
C10 H10A 0.9700
C10 H10B 0.9700
C9 H9A 0.9600
C9 H9B 0.9600
C9 H9C 0.9600
C8 H8A 0.9600
C8 H8B 0.9600
C8 H8C 0.9600
C7 H7A 0.9600
C7 H7B 0.9600
C7 H7C 0.9600
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
O3 N1 C2 C3 -17.9(6)
O2 N1 C2 C3 161.5(5)
O3 N1 C2 C1 161.3(5)
O2 N1 C2 C1 -19.3(6)
C4 C5 C6 N3 -179.0(4)
C4 C5 C6 C1 2.3(7)
C5 C6 N3 O7 148.6(5)
C1 C6 N3 O7 -32.6(7)
C5 C6 N3 O6 -28.7(7)
C1 C6 N3 O6 150.0(5)
C6 C5 C4 C3 -1.6(7)
C6 C5 C4 N2 179.6(4)
C1 C2 C3 C4 2.0(7)
N1 C2 C3 C4 -178.8(4)
C5 C4 C3 C2 -0.5(7)
N2 C4 C3 C2 178.3(4)
C3 C2 C1 O1 178.9(5)
N1 C2 C1 O1 -0.3(7)
C3 C2 C1 C6 -1.3(6)
N1 C2 C1 C6 179.6(4)
C5 C6 C1 O1 178.9(5)
N3 C6 C1 O1 0.2(7)
C5 C6 C1 C2 -0.9(6)
N3 C6 C1 C2 -179.6(4)
C5 C4 N2 O4 -178.2(5)
C3 C4 N2 O4 3.0(7)
C5 C4 N2 O5 2.8(7)
C3 C4 N2 O5 -176.0(5)
C12 C11 C10 P1 120.2(14)
C8 P1 C10 C11 -65.5(8)
C7 P1 C10 C11 172.6(7)
C9 P1 C10 C11 55.0(8)
