#------------------------------------------------------------------------------
#$Date: 2019-11-03 13:31:23 +0200 (Sun, 03 Nov 2019) $
#$Revision: 221530 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/84/4128410.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_4128410
loop_
_publ_author_name
'Huang, Rui-Kang'
'Wang, Sha-Sha'
'Liu, De-Xuan'
'Li, Xin'
'Song, Jian-Ming'
'Xia, Yuan-Hua'
'Zhou, Dong-Dong'
'Huang, Jin'
'Zhang, Wei-Xiong'
'Chen, Xiao-Ming'
_publ_section_title
;
 Supercooling Behavior and Dipole-Glass-like Relaxation in a
 Three-Dimensional Water Framework.
;
_journal_issue                   14
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5645
_journal_page_last               5649
_journal_paper_doi               10.1021/jacs.9b01866
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety         'C11 H6.5 F6 N6 O2, C F3, H2.5 O, 4(H2 O)'
_chemical_formula_sum            'C12 H17 F9 N6 O7'
_chemical_formula_weight         528.31
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2b 2ac'
_space_group_name_H-M_alt        'P c n b'
_atom_sites_solution_hydrogens   difmap
_audit_creation_date             2019-02-15
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.338(3)
_cell_length_b                   7.9060(16)
_cell_length_c                   21.055(4)
_cell_measurement_reflns_used    42862
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.1886
_cell_measurement_theta_min      0.3739
_cell_volume                     2053.8(8)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.856
_diffrn_measurement_details
' 2.00 degrees, 115.6 sec, detector distance 115.00 mm'
_diffrn_measurement_device_type  'Synchrotron radiation'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.6525
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.856
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            11234
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.856
_diffrn_reflns_theta_full        23.048
_diffrn_reflns_theta_max         31.169
_diffrn_reflns_theta_min         2.946
_exptl_absorpt_coefficient_mu    0.151
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_description       needle
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.546
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         3687
_refine_ls_number_restraints     21
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0433
_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)+(0.0674P)²+0.4838P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1178
_refine_ls_wR_factor_ref         0.1260
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3129
_reflns_number_total             3687
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            HTP.cif
_cod_data_source_block           htp
_cod_original_cell_volume        2053.8(7)
_cod_database_code               4128410
_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_max   0.997
_shelx_estimated_absorpt_t_min   0.992
_olex2_refinement_description
;
1. Restrained distances
 O2-H2D
 0.8 with sigma of 0.02
2. Uiso/Uaniso restraints and constraints
H2C \\sim H2D \\sim H2A \\sim H4A \\sim H4B \\sim H2B \\sim H3C \\sim H3A \\sim
H3B \\sim H3D \\sim H1A \\sim H1C \\sim H1D \\sim H1B: within 1.7A with sigma
of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Fixed Sof: F4(0.5) F6'(0.5) F5'(0.5) F2'(0.25) F1'(0.25) F3'(0.25) F4'(0.5)
 F6(0.5) F5(0.5) F3(0.25) F1(0.25) F2(0.25) H3(0.5) H1(0.5) H3A(0.5) H2(0.5)
 H1A(0.5) H2A(0.5) H1B(0.5) H2B(0.5) H4A(0.75) H3B(0.5) H2C(0.5) H1C(0.5)
 H3C(0.5) H1D(0.5) H3D(0.5) H2D(0.25) H4B(0.5)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z'
'x+1/2, -y, -z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, y-1/2, -z'
'-x-1/2, y, z-1/2'
'x-1/2, -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
N1 N 0.07958(6) 0.68126(10) -0.12077(3) 0.02207(15) Uani 1 1 d . . . . .
N2 N 0.19520(6) 0.58227(10) 0.01361(4) 0.02254(16) Uani 1 1 d . . . . .
N3 N 0.11519(6) 0.65110(10) 0.10579(3) 0.02270(16) Uani 1 1 d . . . . .
C2 C 0.10007(6) 0.66449(11) -0.00036(4) 0.01931(16) Uani 1 1 d . . . . .
C5 C 0.19928(7) 0.57895(12) 0.07698(4) 0.02309(17) Uani 1 1 d . . . . .
C1 C 0.04963(6) 0.70719(11) -0.05865(4) 0.01926(16) Uani 1 1 d . . . . .
C3 C 0.05034(6) 0.70715(11) 0.05707(4) 0.01978(16) Uani 1 1 d . . . . .
C4 C 0.0000 0.7500 -0.15490(5) 0.0228(2) Uani 1 2 d S T P . .
F4 F 0.2633(6) 0.4640(8) 0.1707(3) 0.0481(11) Uani 0.5 1 d . . . A 2
F6' F 0.3087(4) 0.3437(5) 0.0924(3) 0.0531(10) Uani 0.5 1 d . . . A 1
C7 C 0.29183(8) 0.50289(14) 0.11275(5) 0.0295(2) Uani 1 1 d . . . . .
C6 C 0.0000 0.7500 -0.22602(6) 0.0307(3) Uani 1 2 d S T P . .
F5' F 0.3824(6) 0.5847(12) 0.1039(5) 0.0671(19) Uani 0.5 1 d . . . A 1
O2 O 0.37101(8) 0.48709(13) -0.06172(5) 0.0397(2) Uani 1 1 d D . . . .
O4 O 0.5000 0.7500 -0.00342(7) 0.0397(3) Uani 1 2 d S T P . .
O1 O -0.25963(9) 0.98166(14) -0.17883(5) 0.0410(2) Uani 1 1 d . . . . .
O3 O 0.38026(10) 0.73865(15) -0.26443(5) 0.0467(2) Uani 1 1 d . . . . .
F2' F 0.0951(19) 0.710(5) -0.2495(5) 0.054(4) Uani 0.25 1 d . . . B 1
F1' F -0.071(3) 0.664(4) -0.2504(4) 0.062(5) Uani 0.25 1 d . . . B 1
F3' F -0.016(3) 0.9128(16) -0.2470(5) 0.049(4) Uani 0.25 1 d . . . B 1
F4' F 0.2713(6) 0.4937(9) 0.1736(3) 0.0712(17) Uani 0.5 1 d . . . A 1
F6 F 0.3310(5) 0.3699(6) 0.0859(2) 0.0733(16) Uani 0.5 1 d . . . A 2
F5 F 0.3727(7) 0.6085(14) 0.1185(5) 0.078(3) Uani 0.5 1 d . . . A 2
F3 F -0.059(3) 0.869(5) -0.2502(3) 0.062(5) Uani 0.25 1 d . . . B 2
F1 F -0.027(3) 0.603(4) -0.2482(6) 0.065(6) Uani 0.25 1 d . . . B 2
F2 F 0.1053(15) 0.776(5) -0.2481(7) 0.050(5) Uani 0.25 1 d . . . B 2
H3 H 0.113(2) 0.668(4) 0.1460(16) 0.030(7) Uiso 0.5 1 d . . . . .
H1 H 0.130(2) 0.639(3) -0.1351(14) 0.023(6) Uiso 0.5 1 d . . . . .
H3A H 0.386(3) 0.694(5) -0.300(2) 0.054(7) Uiso 0.5 1 d . U . . .
H2 H 0.247(2) 0.550(4) -0.0092(14) 0.027(6) Uiso 0.5 1 d . . . . .
H1A H -0.211(4) 0.927(5) -0.1642(19) 0.054(7) Uiso 0.5 1 d . U . . .
H2A H 0.403(3) 0.408(5) -0.0493(17) 0.043(6) Uiso 0.5 1 d . U . . .
H1B H -0.235(3) 1.071(5) -0.200(2) 0.050(6) Uiso 0.5 1 d . U . . .
H2B H 0.355(3) 0.477(5) -0.098(2) 0.047(6) Uiso 0.5 1 d . U . . .
H4A H 0.457(2) 0.687(4) -0.0286(14) 0.061(6) Uiso 0.75 1 d . U . . .
H3B H 0.350(3) 0.690(6) -0.238(2) 0.059(7) Uiso 0.5 1 d . U . . .
H2C H 0.315(3) 0.514(5) -0.0413(18) 0.047(6) Uiso 0.5 1 d . U . . .
H1C H -0.304(3) 0.909(5) -0.198(2) 0.055(7) Uiso 0.5 1 d . U . . .
H3C H 0.444(3) 0.736(5) -0.2506(19) 0.060(7) Uiso 0.5 1 d . U . . .
H1D H -0.294(4) 1.004(5) -0.152(2) 0.055(7) Uiso 0.5 1 d . U . . .
H3D H 0.330(3) 0.831(6) -0.270(2) 0.063(7) Uiso 0.5 1 d . U . . .
H2D H 0.413(5) 0.565(7) -0.060(4) 0.051(6) Uiso 0.25 1 d D U . . .
H4B H 0.455(4) 0.795(6) 0.027(2) 0.075(9) Uiso 0.5 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 0.0030 0.0010 '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 0.0050 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0090 0.0050 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0150 0.0090 '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
C4 N1 C1 104.73(8) . .
C5 N2 C2 104.79(7) . .
C5 N3 C3 104.59(7) . .
N2 C2 C1 132.34(7) . .
N2 C2 C3 107.71(7) . .
C3 C2 C1 119.95(7) . .
N2 C5 C7 122.71(8) . .
N3 C5 N2 114.70(7) . .
N3 C5 C7 122.59(8) . .
N1 C1 C2 132.11(7) . .
N1 C1 C1 107.91(5) . 2_565
C1 C1 C2 119.98(5) 2_565 .
N3 C3 C2 108.21(7) . .
N3 C3 C3 131.72(5) . 2_565
C2 C3 C3 120.07(5) . 2_565
N1 C4 N1 114.74(11) 2_565 .
N1 C4 C6 122.63(5) 2_565 .
N1 C4 C6 122.63(5) . .
F4 C7 C5 111.1(3) . .
F4 C7 F5 105.6(5) . .
F6' C7 C5 109.5(3) . .
F5' C7 C5 112.5(4) . .
F5' C7 F6' 106.6(5) . .
F5' C7 F4' 109.5(6) . .
F4' C7 C5 111.6(3) . .
F4' C7 F6' 106.9(4) . .
F6 C7 C5 113.2(2) . .
F6 C7 F4 108.6(4) . .
F6 C7 F5 106.0(6) . .
F5 C7 C5 111.9(4) . .
F2' C6 F2' 135.8(12) 2_565 .
F2' C6 F3' 61.8(7) 2_565 .
F2' C6 F3' 103.4(7) 2_565 2_565
F2' C6 F3' 103.4(7) . .
F2' C6 F3' 61.8(7) . 2_565
F1' C6 F2' 48.0(8) 2_565 .
F1' C6 F2' 110.7(6) 2_565 2_565
F1' C6 F2' 110.7(6) . .
F1' C6 F2' 48.0(8) . 2_565
F1' C6 F1' 130.5(11) 2_565 .
F1' C6 F3' 106.4(7) . .
F1' C6 F3' 106.4(7) 2_565 2_565
F1' C6 F3' 56.6(10) . 2_565
F1' C6 F3' 56.6(10) 2_565 .
F3' C6 F3' 142.6(10) 2_565 .
F3 C6 F3 133.7(7) . 2_565
F3 C6 F1 111.6(6) 2_565 2_565
F3 C6 F1 49.4(8) 2_565 .
F3 C6 F1 49.4(8) . 2_565
F3 C6 F1 111.6(6) . .
F3 C6 F2 106.3(9) . .
F3 C6 F2 57.1(13) . 2_565
F3 C6 F2 106.3(9) 2_565 2_565
F3 C6 F2 57.1(13) 2_565 .
F1 C6 F1 137.8(15) 2_565 .
F1 C6 F2 104.8(7) 2_565 2_565
F1 C6 F2 104.8(7) . .
F1 C6 F2 60.4(9) 2_565 .
F1 C6 F2 60.4(9) . 2_565
F2 C6 F2 141.1(13) . 2_565
C6 F2' F3' 61.4(8) . 2_565
F1' F2' C6 61.7(11) 2_565 .
F1' F2' F3' 119(2) 2_565 2_565
C6 F1' F3' 67.8(11) . 2_565
F2' F1' C6 70.3(9) 2_565 .
F2' F1' F3' 136(2) 2_565 2_565
C6 F3' F2' 56.8(7) . 2_565
F1' F3' C6 55.6(6) 2_565 .
F1' F3' F2' 105.5(13) 2_565 2_565
F1 F3 C6 65.7(9) 2_565 .
F1 F3 F2 128(2) 2_565 2_565
F2 F3 C6 65.5(12) 2_565 .
C6 F1 F2 63.3(12) . 2_565
F3 F1 C6 64.9(14) 2_565 .
F3 F1 F2 123(3) 2_565 2_565
F3 F2 C6 57.4(9) 2_565 .
F3 F2 F1 108.3(18) 2_565 2_565
F1 F2 C6 56.3(9) 2_565 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.3747(10) .
N1 C4 1.3326(10) .
N2 C2 1.3735(11) .
N2 C5 1.3355(11) .
N3 C5 1.3303(11) .
N3 C3 1.3744(10) .
C2 C1 1.4168(11) .
C2 C3 1.3972(11) .
C5 C7 1.4943(13) .
C1 C1 1.3993(16) 2_565
C3 C3 1.4150(16) 2_565
C4 N1 1.3326(10) 2_565
C4 C6 1.4974(18) .
F4 C7 1.307(5) .
F6' C7 1.346(5) .
C7 F5' 1.304(7) .
C7 F4' 1.308(6) .
C7 F6 1.288(5) .
C7 F5 1.307(9) .
C6 F2' 1.311(13) .
C6 F2' 1.311(13) 2_565
C6 F1' 1.225(13) .
C6 F1' 1.225(13) 2_565
C6 F3' 1.375(11) .
C6 F3' 1.375(11) 2_565
C6 F3 1.292(10) 2_565
C6 F3 1.292(10) .
C6 F1 1.300(16) .
C6 F1 1.300(16) 2_565
C6 F2 1.395(16) 2_565
C6 F2 1.395(16) .
F2' F1' 1.03(2) 2_565
F2' F3' 1.380(17) 2_565
F1' F2' 1.03(2) 2_565
F1' F3' 1.24(2) 2_565
F3' F2' 1.380(17) 2_565
F3' F1' 1.24(2) 2_565
F3 F1 1.08(2) 2_565
F3 F2 1.29(3) 2_565
F1 F3 1.08(2) 2_565
F1 F2 1.36(2) 2_565
F2 F3 1.29(3) 2_565
F2 F1 1.36(2) 2_565
