#------------------------------------------------------------------------------
#$Date: 2016-03-26 14:59:58 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180283 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/69/7116942.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_7116942
loop_
_publ_author_name
'Yumi Yakiyama'
'Gil Ryeong Lee'
'Sung Yeon Kim'
'Yoshitaka Matsushita'
'Yasushi Morita'
'Moon Jeong Park'
'Masaki Kawano'
_publ_section_title
;
 Formation of a nanometer-thick water layer at high humidity on a dynamic
 crystalline material composed of multi-interactive molecules
;
_journal_name_full               Chem.Commun.
_journal_page_first              6828
_journal_paper_doi               10.1039/C5cc01568E
_journal_volume                  51
_journal_year                    2015
_chemical_formula_sum            'C22 H12 K N9 O1.94'
_chemical_formula_weight         472.51
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           86
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-P 4bc'
_symmetry_space_group_name_H-M   'P 42/n :2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2013-07-29 deposited with the CCDC.
2015-03-19 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                   20.9259(10)
_cell_length_b                   20.9259(10)
_cell_length_c                   9.6322(5)
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      51.311
_cell_measurement_theta_min      4.655
_cell_volume                     4217.9(4)
_computing_cell_refinement       'Bruker APEX2 sofware Suite'
_computing_data_collection       'Bruker APEX2 sofware Suite'
_computing_data_reduction        'Bruker APEX2 sofware Suite'
_computing_molecular_graphics    'Bruker APEX2 sofware Suite'
_computing_publication_material  'Bruker APEX2 sofware Suite'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  'Wuazar(TM) Montel multilayer optic'
_diffrn_radiation_source
'microfocus source 30W maximum continuous power'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0747
_diffrn_reflns_av_sigmaI/netI    0.0528
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            70522
_diffrn_reflns_theta_full        29.42
_diffrn_reflns_theta_max         29.42
_diffrn_reflns_theta_min         1.38
_exptl_absorpt_coefficient_mu    0.294
_exptl_absorpt_correction_T_max  0.9656
_exptl_absorpt_correction_T_min  0.9600
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1932
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.675
_refine_diff_density_min         -0.698
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         5803
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.1356
_refine_ls_R_factor_gt           0.0879
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1099P)²+11.9337P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2505
_refine_ls_wR_factor_ref         0.2823
_reflns_number_gt                3523
_reflns_number_total             5803
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc01568e2.cif
_cod_data_source_block           K-TPHAP_water
_cod_original_sg_symbol_H-M      P4(2)/n
_cod_database_code               7116942
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y, x+1/2, z+1/2'
'y+1/2, -x, z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y, -x-1/2, -z-1/2'
'-y-1/2, x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K 0.33809(4) 0.98095(5) 0.14419(9) 0.0426(3) Uani 1 1 d . . .
C1 C 0.2749(2) 0.88904(19) -0.2552(4) 0.0370(9) Uani 1 1 d . A .
C2 C 0.2267(2) 0.9077(2) -0.1657(4) 0.0434(10) Uani 1 1 d . . .
H2 H 0.2343 0.9388 -0.0988 0.052 Uiso 1 1 calc R . .
C3 C 0.1665(2) 0.8793(2) -0.1769(5) 0.0474(11) Uani 1 1 d . . .
H3 H 0.1347 0.8920 -0.1153 0.057 Uiso 1 1 calc R . .
C4 C 0.2605(2) 0.8423(2) -0.3522(6) 0.0517(12) Uani 1 1 d . . .
H4 H 0.2917 0.8281 -0.4137 0.062 Uiso 1 1 calc R . .
C5 C 0.1999(3) 0.8172(3) -0.3566(7) 0.0659(16) Uani 1 1 d . . .
H5 H 0.1913 0.7860 -0.4227 0.079 Uiso 1 1 calc R . .
C6 C 0.3397(2) 0.91947(19) -0.2501(4) 0.0365(9) Uani 1 1 d . . .
C7 C 0.4842(2) 1.1258(2) 0.0210(4) 0.0425(10) Uani 1 1 d . A .
C8 C 0.5422(2) 1.1574(2) 0.0254(5) 0.0473(11) Uani 1 1 d . . .
H8 H 0.5756 1.1449 -0.0323 0.057 Uiso 1 1 calc R . .
C9 C 0.5501(3) 1.2076(2) 0.1164(5) 0.0549(12) Uani 1 1 d . . .
H9 H 0.5895 1.2282 0.1186 0.066 Uiso 1 1 calc R . .
C10 C 0.4361(3) 1.1475(2) 0.1088(5) 0.0525(12) Uani 1 1 d . . .
H10 H 0.3962 1.1281 0.1088 0.063 Uiso 1 1 calc R . .
C11 C 0.4485(3) 1.1983(2) 0.1960(6) 0.0626(15) Uani 1 1 d . . .
H11 H 0.4159 1.2123 0.2543 0.075 Uiso 1 1 calc R . .
C12 C 0.4734(2) 1.07031(19) -0.0745(4) 0.0405(9) Uani 1 1 d . . .
C13 C 0.59421(19) 0.91660(19) -0.5118(4) 0.0360(9) Uani 1 1 d . . .
C14 C 0.5855(2) 0.8655(2) -0.6015(7) 0.0613(15) Uani 1 1 d . . .
H14 H 0.5474 0.8426 -0.6008 0.074 Uiso 1 1 calc R . .
C15 C 0.6340(3) 0.8491(3) -0.6918(9) 0.094(3) Uani 1 1 d . . .
H15 H 0.6269 0.8152 -0.7524 0.112 Uiso 1 1 calc R . .
C16 C 0.6527(2) 0.9479(2) -0.5195(5) 0.0397(9) Uani 1 1 d . . .
H16 H 0.6610 0.9825 -0.4615 0.048 Uiso 1 1 calc R . .
C17 C 0.6979(2) 0.9279(2) -0.6121(6) 0.0538(13) Uani 1 1 d . . .
H17 H 0.7364 0.9501 -0.6158 0.065 Uiso 1 1 calc R . .
C18 C 0.54226(18) 0.93736(18) -0.4166(4) 0.0331(8) Uani 1 1 d . . .
C19 C 0.43963(19) 0.92609(18) -0.3416(4) 0.0327(8) Uani 1 1 d . . .
C20 C 0.4042(2) 0.9957(2) -0.1556(4) 0.0378(9) Uani 1 1 d . A .
C21 C 0.4518(2) 0.97625(19) -0.2491(4) 0.0355(8) Uani 1 1 d . A .
C22 C 0.5113(2) 1.00592(18) -0.2452(4) 0.0358(9) Uani 1 1 d . . .
N1 N 0.15233(18) 0.8350(2) -0.2712(5) 0.0533(10) Uani 1 1 d . . .
N2 N 0.5044(2) 1.22824(19) 0.2012(4) 0.0564(11) Uani 1 1 d . . .
N3 N 0.6900(2) 0.8782(3) -0.6980(8) 0.093(2) Uani 1 1 d . . .
N4 N 0.38175(16) 0.89792(17) -0.3451(3) 0.0356(7) Uani 1 1 d . A .
N5 N 0.34697(18) 0.96484(17) -0.1533(4) 0.0397(8) Uani 1 1 d . A .
N6 N 0.41510(18) 1.04367(18) -0.0674(4) 0.0425(8) Uani 1 1 d . A .
N7 N 0.52260(17) 1.05444(16) -0.1553(3) 0.0368(8) Uani 1 1 d . . .
N8 N 0.55849(16) 0.98545(15) -0.3296(3) 0.0337(7) Uani 1 1 d . . .
N9 N 0.48643(16) 0.90682(16) -0.4285(3) 0.0348(7) Uani 1 1 d . A .
O1A O 0.2861(3) 1.0954(3) 0.0269(7) 0.084(3) Uani 0.747(14) 1 d P A 1
O1B O 0.2949(15) 1.1241(17) 0.168(3) 0.151(14) Uani 0.253(14) 1 d P A -1
O2 O 0.2736(7) 1.2029(11) -0.0765(19) 0.175(12) Uani 0.436(19) 1 d P . .
O3 O 0.2827(11) 1.2283(12) 0.127(2) 0.220(10) Uani 0.50 1 d P . .
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'
K K 0.2009 0.2494 '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
N2 K1 O1A 78.64(16) 7_476 .
N2 K1 N5 127.02(12) 7_476 .
O1A K1 N5 74.40(15) . .
N2 K1 N8 105.26(12) 7_476 5_675
O1A K1 N8 108.93(16) . 5_675
N5 K1 N8 126.31(10) . 5_675
N2 K1 N1 86.38(14) 7_476 4_465
O1A K1 N1 154.82(17) . 4_465
N5 K1 N1 99.63(12) . 4_465
N8 K1 N1 94.41(11) 5_675 4_465
N2 K1 N6 142.16(13) 7_476 .
O1A K1 N6 63.69(14) . .
N5 K1 N6 47.39(10) . .
N8 K1 N6 84.76(10) 5_675 .
N1 K1 N6 129.90(12) 4_465 .
N2 K1 N7 144.70(12) 7_476 5_675
O1A K1 N7 126.01(15) . 5_675
N5 K1 N7 86.80(10) . 5_675
N8 K1 N7 46.63(9) 5_675 5_675
N1 K1 N7 77.03(11) 4_465 5_675
N6 K1 N7 66.40(10) . 5_675
N2 K1 O1B 67.3(6) 7_476 .
O1A K1 O1B 28.4(5) . .
N5 K1 O1B 101.7(6) . .
N8 K1 O1B 86.5(5) 5_675 .
N1 K1 O1B 152.8(6) 4_465 .
N6 K1 O1B 77.3(6) . .
N7 K1 O1B 120.7(6) 5_675 .
N2 K1 C20 146.40(13) 7_476 .
O1A K1 C20 74.27(14) . .
N5 K1 C20 25.01(10) . .
N8 K1 C20 102.09(11) 5_675 .
N1 K1 C20 110.70(12) 4_465 .
N6 K1 C20 24.51(10) . .
N7 K1 C20 68.85(10) 5_675 .
O1B K1 C20 95.6(6) . .
N2 K1 C22 128.76(12) 7_476 5_675
O1A K1 C22 114.10(16) . 5_675
N5 K1 C22 103.88(11) . 5_675
N8 K1 C22 23.93(10) 5_675 5_675
N1 K1 C22 91.07(11) 4_465 5_675
N6 K1 C22 68.98(10) . 5_675
N7 K1 C22 24.17(9) 5_675 5_675
O1B K1 C22 100.0(6) . 5_675
C20 K1 C22 81.18(11) . 5_675
C2 C1 C4 117.5(4) . .
C2 C1 C6 121.3(4) . .
C4 C1 C6 121.2(4) . .
C1 C2 C3 119.3(4) . .
N1 C3 C2 123.3(4) . .
C5 C4 C1 119.4(4) . .
N1 C5 C4 124.0(5) . .
N5 C6 N4 129.5(4) . .
N5 C6 C1 115.2(4) . .
N4 C6 C1 115.2(3) . .
C8 C7 C10 117.3(4) . .
C8 C7 C12 121.5(4) . .
C10 C7 C12 121.2(4) . .
C9 C8 C7 119.3(5) . .
N2 C9 C8 123.4(5) . .
C11 C10 C7 119.2(5) . .
N2 C11 C10 123.5(5) . .
N7 C12 N6 128.9(4) . .
N7 C12 C7 115.8(4) . .
N6 C12 C7 115.3(4) . .
C14 C13 C16 116.5(4) . .
C14 C13 C18 120.9(4) . .
C16 C13 C18 122.6(4) . .
C15 C14 C13 119.2(5) . .
N3 C15 C14 124.4(5) . .
C17 C16 C13 120.0(4) . .
N3 C17 C16 123.7(4) . .
N9 C18 N8 128.9(4) . .
N9 C18 C13 116.5(3) . .
N8 C18 C13 114.6(3) . .
N4 C19 N9 120.4(3) . .
N4 C19 C21 120.5(4) . .
N9 C19 C21 119.1(4) . .
N6 C20 N5 119.9(4) . .
N6 C20 C21 120.3(4) . .
N5 C20 C21 119.9(4) . .
N6 C20 K1 64.8(2) . .
N5 C20 K1 64.0(2) . .
C21 C20 K1 148.6(3) . .
C22 C21 C19 121.0(4) . .
C22 C21 C20 119.3(4) . .
C19 C21 C20 119.7(4) . .
N8 C22 N7 119.6(4) . .
N8 C22 C21 119.8(4) . .
N7 C22 C21 120.5(4) . .
N8 C22 K1 60.4(2) . 5_675
N7 C22 K1 65.4(2) . 5_675
C21 C22 K1 153.7(3) . 5_675
C3 N1 C5 116.4(4) . .
C3 N1 K1 112.9(3) . 3_654
C5 N1 K1 123.1(4) . 3_654
C11 N2 C9 117.3(4) . .
C11 N2 K1 120.8(3) . 8_766
C9 N2 K1 121.4(3) . 8_766
C15 N3 C17 116.1(5) . .
C6 N4 C19 115.1(3) . .
C6 N5 C20 115.1(4) . .
C6 N5 K1 140.0(3) . .
C20 N5 K1 91.0(2) . .
C20 N6 C12 115.8(4) . .
C20 N6 K1 90.7(2) . .
C12 N6 K1 136.5(3) . .
C12 N7 C22 115.1(4) . .
C12 N7 K1 142.1(3) . 5_675
C22 N7 K1 90.5(2) . 5_675
C22 N8 C18 115.2(3) . .
C22 N8 K1 95.7(2) . 5_675
C18 N8 K1 138.7(2) . 5_675
C18 N9 C19 116.0(3) . .
O1B O1A K1 86.0(12) . .
O1A O1B K1 65.6(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
K1 N2 2.756(4) 7_476
K1 O1A 2.863(6) .
K1 N5 2.891(4) .
K1 N8 2.893(3) 5_675
K1 N1 2.906(4) 4_465
K1 N6 2.911(4) .
K1 N7 3.010(4) 5_675
K1 O1B 3.14(3) .
K1 C20 3.216(4) .
K1 C22 3.311(4) 5_675
C1 C2 1.384(6) .
C1 C4 1.385(6) .
C1 C6 1.499(6) .
C2 C3 1.397(7) .
C3 N1 1.332(6) .
C4 C5 1.374(7) .
C5 N1 1.343(6) .
C6 N5 1.340(5) .
C6 N4 1.346(5) .
C7 C8 1.384(7) .
C7 C10 1.391(7) .
C7 C12 1.498(6) .
C8 C9 1.379(6) .
C9 N2 1.330(7) .
C10 C11 1.378(7) .
C11 N2 1.328(7) .
C12 N7 1.333(6) .
C12 N6 1.343(6) .
C13 C14 1.386(6) .
C13 C16 1.390(6) .
C13 C18 1.487(6) .
C14 C15 1.381(8) .
C15 N3 1.322(7) .
C16 C17 1.367(6) .
C17 N3 1.339(7) .
C18 N9 1.337(5) .
C18 N8 1.353(5) .
C19 N4 1.347(5) .
C19 N9 1.350(5) .
C19 C21 1.400(5) .
C20 N6 1.335(5) .
C20 N5 1.360(6) .
C20 C21 1.404(6) .
C21 C22 1.390(6) .
C22 N8 1.349(5) .
C22 N7 1.356(5) .
C22 K1 3.311(4) 5_675
N1 K1 2.906(4) 3_654
N2 K1 2.756(4) 8_766
N7 K1 3.010(4) 5_675
N8 K1 2.893(3) 5_675
O1A O1B 1.50(3) .
O3 O3 1.64(4) 2_575
