#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:10:54 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179655 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/08/4510809.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_4510809
loop_
_publ_author_name
'Wang, Lian-Cheng'
'Sun, Junliang'
'Huang, Zhi-Tang'
'Zheng, Qi-Yu'
_publ_section_title
;
 Observation of a Persistent Supramolecular Synthon Involving Carboxyl
 Groups and H2O That Guides the Formation of Polycatenated Co-crystals of
 a Tritopic Carboxylic Acid and Bis(pyridyls)
;
_journal_issue                   1
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1
_journal_paper_doi               10.1021/cg301015a
_journal_volume                  13
_journal_year                    2013
_chemical_formula_moiety
'C57 H54 O6, 0.5(C10 H8 N2), C3 H6 O, 2(H2 O) '
_chemical_formula_sum            'C65 H68 N O9'
_chemical_formula_weight         1007.20
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 119.87(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   31.024(7)
_cell_length_b                   18.263(3)
_cell_length_c                   24.405(5)
_cell_measurement_reflns_used    15745
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      1.33
_cell_volume                     11991(5)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'XP in Siemens SHELXTL (Sheldrick, 1994)'
_computing_publication_material  'SHELX97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_sigmaI/netI    0.0773
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            26308
_diffrn_reflns_theta_full        26.38
_diffrn_reflns_theta_max         26.38
_diffrn_reflns_theta_min         1.35
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.9840
_exptl_absorpt_correction_T_min  0.9804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.116
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             4296
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.388
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     685
_refine_ls_number_reflns         12203
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.388
_refine_ls_R_factor_all          0.1172
_refine_ls_R_factor_gt           0.0910
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2443
_refine_ls_wR_factor_ref         0.2587
_reflns_number_gt                8826
_reflns_number_total             12203
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            HPB-bipy.cif
_cod_data_source_block           HPB-bipy
_cod_original_cell_volume        11991(4)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4510809
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1W O 0.09841(9) 0.08923(11) 0.67914(11) 0.0410(6) Uani 1 1 d .
H1WA H 0.1022 0.1341 0.6752 0.049 Uiso 1 1 d R
H1WB H 0.1043 0.0564 0.6596 0.049 Uiso 1 1 d R
O1 O 0.50869(8) 0.56741(13) 0.66469(12) 0.0465(6) Uani 1 1 d .
H1 H 0.5325 0.5683 0.6575 0.070 Uiso 1 1 calc R
O2W O 0.04421(8) 0.09386(10) 0.53499(10) 0.0336(5) Uani 1 1 d .
H2WA H 0.0319 0.0912 0.4956 0.040 Uiso 1 1 d R
H2WB H 0.0248 0.0995 0.5493 0.040 Uiso 1 1 d R
O2 O 0.46757(9) 0.60552(14) 0.56401(13) 0.0529(7) Uani 1 1 d .
O3 O 0.09630(11) 0.22367(13) 0.55893(12) 0.0544(7) Uani 1 1 d .
H3 H 0.0824 0.1837 0.5577 0.065 Uiso 1 1 d R
O4 O 0.11469(11) 0.23058(12) 0.65900(13) 0.0540(7) Uani 1 1 d .
O5 O 0.08960(10) 0.95540(12) 0.57003(13) 0.0521(7) Uani 1 1 d .
H5 H 0.0802 0.9971 0.5741 0.078 Uiso 1 1 calc R
O6 O 0.14842(9) 0.97767(12) 0.66972(12) 0.0484(6) Uani 1 1 d .
O7 O 0.03806(16) 0.3760(2) 0.6677(3) 0.1324(19) Uani 1 1 d .
N1 N 0.01787(11) 0.10596(15) 0.40661(14) 0.0420(7) Uani 1 1 d .
C1 C 0.26356(10) 0.52547(14) 0.62477(13) 0.0244(6) Uani 1 1 d .
C2 C 0.21845(10) 0.52529(14) 0.62593(13) 0.0236(6) Uani 1 1 d .
C3 C 0.19589(10) 0.59176(14) 0.62550(14) 0.0248(6) Uani 1 1 d .
C4 C 0.21934(10) 0.65875(14) 0.62670(13) 0.0230(6) Uani 1 1 d .
C5 C 0.26469(10) 0.65877(14) 0.62599(13) 0.0230(6) Uani 1 1 d .
C6 C 0.28601(10) 0.59162(14) 0.62446(13) 0.0239(6) Uani 1 1 d .
C7 C 0.28721(10) 0.45375(14) 0.62541(14) 0.0241(6) Uani 1 1 d .
C8 C 0.28923(11) 0.42847(15) 0.57253(15) 0.0296(6) Uani 1 1 d .
H8A H 0.2777 0.4589 0.5364 0.035 Uiso 1 1 calc R
C9 C 0.30793(11) 0.35927(16) 0.57240(15) 0.0304(7) Uani 1 1 d .
H9A H 0.3091 0.3434 0.5361 0.037 Uiso 1 1 calc R
C10 C 0.32490(10) 0.31293(14) 0.62414(14) 0.0265(6) Uani 1 1 d .
C11 C 0.32452(12) 0.33971(16) 0.67766(15) 0.0313(7) Uani 1 1 d .
H11A H 0.3371 0.3101 0.7145 0.038 Uiso 1 1 calc R
C12 C 0.30607(11) 0.40849(15) 0.67779(14) 0.0282(6) Uani 1 1 d .
H12A H 0.3063 0.4252 0.7148 0.034 Uiso 1 1 calc R
C13 C 0.34228(12) 0.23438(15) 0.62410(16) 0.0341(7) Uani 1 1 d .
C14 C 0.39577(13) 0.22409(18) 0.67865(18) 0.0450(9) Uani 1 1 d .
H14A H 0.4179 0.2578 0.6732 0.068 Uiso 1 1 calc R
H14B H 0.4064 0.1735 0.6787 0.068 Uiso 1 1 calc R
H14C H 0.3971 0.2344 0.7189 0.068 Uiso 1 1 calc R
C15 C 0.34139(16) 0.21590(18) 0.56235(18) 0.0501(9) Uani 1 1 d .
H15A H 0.3074 0.2206 0.5269 0.075 Uiso 1 1 calc R
H15B H 0.3530 0.1656 0.5643 0.075 Uiso 1 1 calc R
H15C H 0.3632 0.2497 0.5563 0.075 Uiso 1 1 calc R
C16 C 0.30709(15) 0.18190(17) 0.6326(2) 0.0533(10) Uani 1 1 d .
H16A H 0.2729 0.1899 0.5985 0.080 Uiso 1 1 calc R
H16B H 0.3092 0.1913 0.6734 0.080 Uiso 1 1 calc R
H16C H 0.3168 0.1312 0.6313 0.080 Uiso 1 1 calc R
C17 C 0.19355(10) 0.45449(14) 0.62429(14) 0.0250(6) Uani 1 1 d .
C18 C 0.17587(12) 0.40917(15) 0.57189(15) 0.0306(7) Uani 1 1 d .
H18A H 0.1810 0.4224 0.5379 0.037 Uiso 1 1 calc R
C19 C 0.15092(11) 0.34500(16) 0.56829(15) 0.0312(7) Uani 1 1 d .
H19A H 0.1386 0.3150 0.5317 0.037 Uiso 1 1 calc R
C20 C 0.14385(11) 0.32426(14) 0.61799(15) 0.0289(6) Uani 1 1 d .
C21 C 0.16177(12) 0.36840(16) 0.67089(15) 0.0317(7) Uani 1 1 d .
H21A H 0.1572 0.3544 0.7051 0.038 Uiso 1 1 calc R
C22 C 0.18642(11) 0.43317(15) 0.67419(14) 0.0278(6) Uani 1 1 d .
H22A H 0.1985 0.4632 0.7107 0.033 Uiso 1 1 calc R
C23 C 0.11734(12) 0.25482(16) 0.61453(15) 0.0318(7) Uani 1 1 d .
C24 C 0.14713(10) 0.59256(14) 0.62461(14) 0.0240(6) Uani 1 1 d .
C25 C 0.10484(11) 0.56562(16) 0.57289(15) 0.0306(7) Uani 1 1 d .
H25A H 0.1070 0.5447 0.5387 0.037 Uiso 1 1 calc R
C26 C 0.05890(11) 0.56904(16) 0.57059(15) 0.0310(7) Uani 1 1 d .
H26A H 0.0303 0.5498 0.5347 0.037 Uiso 1 1 calc R
C27 C 0.05385(11) 0.59953(15) 0.61889(15) 0.0279(6) Uani 1 1 d .
C28 C 0.09696(11) 0.62534(17) 0.67078(15) 0.0349(7) Uani 1 1 d .
H28A H 0.0951 0.6458 0.7053 0.042 Uiso 1 1 calc R
C29 C 0.14281(11) 0.62214(16) 0.67366(14) 0.0307(7) Uani 1 1 d .
H29A H 0.1715 0.6405 0.7098 0.037 Uiso 1 1 calc R
C30 C 0.00335(11) 0.60930(17) 0.61572(15) 0.0329(7) Uani 1 1 d .
C31 C -0.03739(13) 0.5653(2) 0.56123(18) 0.0518(10) Uani 1 1 d .
H31A H -0.0417 0.5835 0.5210 0.078 Uiso 1 1 calc R
H31B H -0.0687 0.5707 0.5615 0.078 Uiso 1 1 calc R
H31C H -0.0279 0.5135 0.5662 0.078 Uiso 1 1 calc R
C32 C 0.00673(14) 0.5821(2) 0.67710(18) 0.0480(9) Uani 1 1 d .
H32A H 0.0321 0.6102 0.7128 0.072 Uiso 1 1 calc R
H32B H 0.0158 0.5301 0.6830 0.072 Uiso 1 1 calc R
H32C H -0.0255 0.5884 0.6747 0.072 Uiso 1 1 calc R
C33 C -0.01023(15) 0.6902(2) 0.6063(2) 0.0604(11) Uani 1 1 d .
H33A H -0.0136 0.7068 0.5662 0.091 Uiso 1 1 calc R
H33B H 0.0160 0.7185 0.6411 0.091 Uiso 1 1 calc R
H33C H -0.0418 0.6975 0.6057 0.091 Uiso 1 1 calc R
C34 C 0.19543(10) 0.73023(14) 0.62635(14) 0.0242(6) Uani 1 1 d .
C35 C 0.14899(11) 0.74821(15) 0.57619(14) 0.0285(6) Uani 1 1 d .
H35A H 0.1322 0.7144 0.5425 0.034 Uiso 1 1 calc R
C36 C 0.12656(11) 0.81480(16) 0.57426(14) 0.0309(7) Uani 1 1 d .
H36A H 0.0948 0.8262 0.5395 0.037 Uiso 1 1 calc R
C37 C 0.15084(11) 0.86453(15) 0.62330(14) 0.0280(6) Uani 1 1 d .
C38 C 0.19720(12) 0.84634(16) 0.67418(15) 0.0320(7) Uani 1 1 d .
H38A H 0.2138 0.8799 0.7082 0.038 Uiso 1 1 calc R
C39 C 0.21930(11) 0.77982(15) 0.67571(14) 0.0296(6) Uani 1 1 d .
H39A H 0.2509 0.7681 0.7107 0.036 Uiso 1 1 calc R
C40 C 0.12825(11) 0.93736(16) 0.62109(16) 0.0315(7) Uani 1 1 d .
C41 C 0.28970(10) 0.72912(14) 0.62773(13) 0.0232(6) Uani 1 1 d .
C42 C 0.26879(11) 0.77691(15) 0.57702(15) 0.0309(7) Uani 1 1 d .
H42A H 0.2377 0.7656 0.5410 0.037 Uiso 1 1 calc R
C43 C 0.29344(12) 0.84183(17) 0.57877(16) 0.0365(7) Uani 1 1 d .
H43A H 0.2790 0.8733 0.5430 0.044 Uiso 1 1 calc R
C44 C 0.33825(11) 0.86177(15) 0.63095(16) 0.0320(7) Uani 1 1 d .
C45 C 0.35771(12) 0.81337(16) 0.68191(16) 0.0358(7) Uani 1 1 d .
H45A H 0.3881 0.8255 0.7188 0.043 Uiso 1 1 calc R
C46 C 0.33436(11) 0.74851(16) 0.68048(14) 0.0308(7) Uani 1 1 d .
H46A H 0.3490 0.7168 0.7160 0.037 Uiso 1 1 calc R
C47 C 0.36608(13) 0.93149(18) 0.6334(2) 0.0490(10) Uani 1 1 d .
C48 C 0.33825(16) 0.9776(2) 0.5736(2) 0.0648(12) Uani 1 1 d .
H48A H 0.3057 0.9914 0.5678 0.097 Uiso 1 1 calc R
H48B H 0.3337 0.9491 0.5371 0.097 Uiso 1 1 calc R
H48C H 0.3575 1.0218 0.5776 0.097 Uiso 1 1 calc R
C49 C 0.37387(19) 0.9777(2) 0.6904(2) 0.0729(14) Uani 1 1 d .
H49A H 0.3415 0.9897 0.6860 0.109 Uiso 1 1 calc R
H49B H 0.3914 1.0230 0.6920 0.109 Uiso 1 1 calc R
H49C H 0.3936 0.9498 0.7294 0.109 Uiso 1 1 calc R
C50 C 0.41616(17) 0.9100(2) 0.6404(3) 0.096(2) Uani 1 1 d .
H50A H 0.4108 0.8782 0.6052 0.144 Uiso 1 1 calc R
H50B H 0.4359 0.8839 0.6804 0.144 Uiso 1 1 calc R
H50C H 0.4340 0.9542 0.6402 0.144 Uiso 1 1 calc R
C51 C 0.33386(10) 0.59124(13) 0.62222(14) 0.0225(6) Uani 1 1 d .
C52 C 0.37863(11) 0.57289(18) 0.67554(15) 0.0349(7) Uani 1 1 d .
H52A H 0.3791 0.5600 0.7136 0.042 Uiso 1 1 calc R
C53 C 0.42244(11) 0.57320(18) 0.67367(15) 0.0350(7) Uani 1 1 d .
H53A H 0.4529 0.5625 0.7110 0.042 Uiso 1 1 calc R
C54 C 0.42272(10) 0.58890(15) 0.61829(14) 0.0272(6) Uani 1 1 d .
C55 C 0.37775(12) 0.60574(18) 0.56480(16) 0.0383(8) Uani 1 1 d .
H55A H 0.3770 0.6158 0.5261 0.046 Uiso 1 1 calc R
C56 C 0.33403(11) 0.60800(18) 0.56707(15) 0.0365(7) Uani 1 1 d .
H56A H 0.3038 0.6212 0.5303 0.044 Uiso 1 1 calc R
C57 C 0.46925(11) 0.58675(15) 0.61554(15) 0.0285(6) Uani 1 1 d .
C58 C -0.02681(14) 0.11475(19) 0.35575(18) 0.0449(9) Uani 1 1 d .
H58A H -0.0544 0.1206 0.3621 0.054 Uiso 1 1 calc R
C59 C -0.03578(13) 0.11588(18) 0.29393(17) 0.0402(8) Uani 1 1 d .
H59A H -0.0687 0.1219 0.2597 0.048 Uiso 1 1 calc R
C60 C 0.00362(12) 0.10821(15) 0.28255(15) 0.0315(7) Uani 1 1 d .
C61 C 0.05074(13) 0.10001(17) 0.33588(16) 0.0384(8) Uani 1 1 d .
H61A H 0.0791 0.0950 0.3310 0.046 Uiso 1 1 calc R
C62 C 0.05605(14) 0.09923(18) 0.39543(17) 0.0449(8) Uani 1 1 d .
H62A H 0.0885 0.0936 0.4306 0.054 Uiso 1 1 calc R
C63 C 0.0115(2) 0.2630(3) 0.6790(3) 0.1017(19) Uani 1 1 d .
H63A H 0.0279 0.2771 0.7236 0.153 Uiso 1 1 calc R
H63B H 0.0270 0.2184 0.6744 0.153 Uiso 1 1 calc R
H63C H -0.0239 0.2539 0.6636 0.153 Uiso 1 1 calc R
C64 C 0.01671(18) 0.3226(3) 0.6419(3) 0.0760(14) Uani 1 1 d .
C65 C -0.0057(3) 0.3093(5) 0.5728(3) 0.164(4) Uani 1 1 d .
H65A H 0.0000 0.3520 0.5529 0.247 Uiso 1 1 calc R
H65B H -0.0416 0.3013 0.5541 0.247 Uiso 1 1 calc R
H65C H 0.0095 0.2660 0.5658 0.247 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'
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_3
H1WA O1W H1WB 123.2 .
C57 O1 H1 109.5 .
H2WA O2W H2WB 118.0 .
C23 O3 H3 113.5 .
C40 O5 H5 109.5 .
C58 N1 C62 115.7(3) .
C6 C1 C2 120.2(2) .
C6 C1 C7 120.9(2) .
C2 C1 C7 118.9(2) .
C3 C2 C1 119.6(2) .
C3 C2 C17 120.0(2) .
C1 C2 C17 120.3(2) .
C2 C3 C4 120.0(2) .
C2 C3 C24 120.3(2) .
C4 C3 C24 119.7(2) .
C5 C4 C3 120.2(2) .
C5 C4 C34 119.4(2) .
C3 C4 C34 120.3(2) .
C6 C5 C4 119.0(2) .
C6 C5 C41 120.6(2) .
C4 C5 C41 120.4(2) .
C1 C6 C5 120.9(2) .
C1 C6 C51 119.8(2) .
C5 C6 C51 119.3(2) .
C12 C7 C8 117.5(2) .
C12 C7 C1 120.8(2) .
C8 C7 C1 121.7(2) .
C9 C8 C7 120.8(3) .
C9 C8 H8A 119.6 .
C7 C8 H8A 119.6 .
C10 C9 C8 121.4(3) .
C10 C9 H9A 119.3 .
C8 C9 H9A 119.3 .
C9 C10 C11 117.4(2) .
C9 C10 C13 123.0(3) .
C11 C10 C13 119.6(3) .
C12 C11 C10 121.0(3) .
C12 C11 H11A 119.5 .
C10 C11 H11A 119.5 .
C11 C12 C7 121.8(3) .
C11 C12 H12A 119.1 .
C7 C12 H12A 119.1 .
C15 C13 C10 111.9(3) .
C15 C13 C14 107.9(3) .
C10 C13 C14 110.0(3) .
C15 C13 C16 109.2(3) .
C10 C13 C16 108.0(2) .
C14 C13 C16 109.8(3) .
C13 C14 H14A 109.5 .
C13 C14 H14B 109.5 .
H14A C14 H14B 109.5 .
C13 C14 H14C 109.5 .
H14A C14 H14C 109.5 .
H14B C14 H14C 109.5 .
C13 C15 H15A 109.5 .
C13 C15 H15B 109.5 .
H15A C15 H15B 109.5 .
C13 C15 H15C 109.5 .
H15A C15 H15C 109.5 .
H15B C15 H15C 109.5 .
C13 C16 H16A 109.5 .
C13 C16 H16B 109.5 .
H16A C16 H16B 109.5 .
C13 C16 H16C 109.5 .
H16A C16 H16C 109.5 .
H16B C16 H16C 109.5 .
C18 C17 C22 118.4(3) .
C18 C17 C2 120.2(2) .
C22 C17 C2 121.4(2) .
C19 C18 C17 121.1(3) .
C19 C18 H18A 119.5 .
C17 C18 H18A 119.5 .
C18 C19 C20 120.2(3) .
C18 C19 H19A 119.9 .
C20 C19 H19A 119.9 .
C21 C20 C19 119.5(3) .
C21 C20 C23 120.2(3) .
C19 C20 C23 120.3(3) .
C20 C21 C22 120.3(3) .
C20 C21 H21A 119.8 .
C22 C21 H21A 119.8 .
C21 C22 C17 120.6(3) .
C21 C22 H22A 119.7 .
C17 C22 H22A 119.7 .
O4 C23 O3 123.3(3) .
O4 C23 C20 122.8(3) .
O3 C23 C20 113.9(3) .
C29 C24 C25 118.3(3) .
C29 C24 C3 121.6(3) .
C25 C24 C3 120.1(2) .
C24 C25 C26 120.4(3) .
C24 C25 H25A 119.8 .
C26 C25 H25A 119.8 .
C27 C26 C25 122.0(3) .
C27 C26 H26A 119.0 .
C25 C26 H26A 119.0 .
C26 C27 C28 116.6(3) .
C26 C27 C30 123.3(3) .
C28 C27 C30 120.0(3) .
C27 C28 C29 121.9(3) .
C27 C28 H28A 119.1 .
C29 C28 H28A 119.1 .
C24 C29 C28 120.8(3) .
C24 C29 H29A 119.6 .
C28 C29 H29A 119.6 .
C33 C30 C31 109.4(3) .
C33 C30 C32 110.0(3) .
C31 C30 C32 107.7(3) .
C33 C30 C27 108.6(2) .
C31 C30 C27 111.2(2) .
C32 C30 C27 109.9(3) .
C30 C31 H31A 109.5 .
C30 C31 H31B 109.5 .
H31A C31 H31B 109.5 .
C30 C31 H31C 109.5 .
H31A C31 H31C 109.5 .
H31B C31 H31C 109.5 .
C30 C32 H32A 109.5 .
C30 C32 H32B 109.5 .
H32A C32 H32B 109.5 .
C30 C32 H32C 109.5 .
H32A C32 H32C 109.5 .
H32B C32 H32C 109.5 .
C30 C33 H33A 109.5 .
C30 C33 H33B 109.5 .
H33A C33 H33B 109.5 .
C30 C33 H33C 109.5 .
H33A C33 H33C 109.5 .
H33B C33 H33C 109.5 .
C35 C34 C39 118.8(2) .
C35 C34 C4 120.3(2) .
C39 C34 C4 120.9(3) .
C34 C35 C36 121.3(3) .
C34 C35 H35A 119.4 .
C36 C35 H35A 119.4 .
C37 C36 C35 119.7(3) .
C37 C36 H36A 120.1 .
C35 C36 H36A 120.1 .
C36 C37 C38 119.2(3) .
C36 C37 C40 120.6(3) .
C38 C37 C40 120.2(3) .
C39 C38 C37 120.7(3) .
C39 C38 H38A 119.7 .
C37 C38 H38A 119.7 .
C38 C39 C34 120.3(3) .
C38 C39 H39A 119.8 .
C34 C39 H39A 119.8 .
O6 C40 O5 123.6(3) .
O6 C40 C37 118.7(3) .
O5 C40 C37 117.6(3) .
C42 C41 C46 118.4(3) .
C42 C41 C5 120.8(3) .
C46 C41 C5 120.8(2) .
C41 C42 C43 120.1(3) .
C41 C42 H42A 120.0 .
C43 C42 H42A 120.0 .
C44 C43 C42 122.2(3) .
C44 C43 H43A 118.9 .
C42 C43 H43A 118.9 .
C43 C44 C45 116.3(3) .
C43 C44 C47 123.0(3) .
C45 C44 C47 120.7(3) .
C46 C45 C44 122.2(3) .
C46 C45 H45A 118.9 .
C44 C45 H45A 118.9 .
C45 C46 C41 120.8(3) .
C45 C46 H46A 119.6 .
C41 C46 H46A 119.6 .
C44 C47 C48 112.6(3) .
C44 C47 C50 108.4(3) .
C48 C47 C50 108.0(4) .
C44 C47 C49 108.9(3) .
C48 C47 C49 108.7(3) .
C50 C47 C49 110.2(4) .
C47 C48 H48A 109.5 .
C47 C48 H48B 109.5 .
H48A C48 H48B 109.5 .
C47 C48 H48C 109.5 .
H48A C48 H48C 109.5 .
H48B C48 H48C 109.5 .
C47 C49 H49A 109.5 .
C47 C49 H49B 109.5 .
H49A C49 H49B 109.5 .
C47 C49 H49C 109.5 .
H49A C49 H49C 109.5 .
H49B C49 H49C 109.5 .
C47 C50 H50A 109.5 .
C47 C50 H50B 109.5 .
H50A C50 H50B 109.5 .
C47 C50 H50C 109.5 .
H50A C50 H50C 109.5 .
H50B C50 H50C 109.5 .
C56 C51 C52 118.5(3) .
C56 C51 C6 120.9(3) .
C52 C51 C6 120.5(2) .
C53 C52 C51 120.5(3) .
C53 C52 H52A 119.7 .
C51 C52 H52A 119.7 .
C52 C53 C54 121.1(3) .
C52 C53 H53A 119.4 .
C54 C53 H53A 119.4 .
C53 C54 C55 118.1(3) .
C53 C54 C57 121.3(3) .
C55 C54 C57 120.6(3) .
C56 C55 C54 120.9(3) .
C56 C55 H55A 119.5 .
C54 C55 H55A 119.5 .
C51 C56 C55 120.7(3) .
C51 C56 H56A 119.6 .
C55 C56 H56A 119.6 .
O1 C57 O2 123.6(3) .
O1 C57 C54 118.0(3) .
O2 C57 C54 118.3(3) .
N1 C58 C59 124.4(3) .
N1 C58 H58A 117.8 .
C59 C58 H58A 117.8 .
C60 C59 C58 119.6(3) .
C60 C59 H59A 120.2 .
C58 C59 H59A 120.2 .
C59 C60 C61 116.1(3) .
C59 C60 C60 122.2(4) 2
C61 C60 C60 121.6(3) 2
C62 C61 C60 120.2(3) .
C62 C61 H61A 119.9 .
C60 C61 H61A 119.9 .
N1 C62 C61 123.9(3) .
N1 C62 H62A 118.1 .
C61 C62 H62A 118.1 .
C64 C63 H63A 109.5 .
C64 C63 H63B 109.5 .
H63A C63 H63B 109.5 .
C64 C63 H63C 109.5 .
H63A C63 H63C 109.5 .
H63B C63 H63C 109.5 .
O7 C64 C63 119.3(6) .
O7 C64 C65 124.4(7) .
C63 C64 C65 116.3(6) .
C64 C65 H65A 109.5 .
C64 C65 H65B 109.5 .
H65A C65 H65B 109.5 .
C64 C65 H65C 109.5 .
H65A C65 H65C 109.5 .
H65B C65 H65C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1W H1WA 0.8397 .
O1W H1WB 0.8403 .
O1 C57 1.264(4) .
O1 H1 0.8400 .
O2W H2WA 0.8400 .
O2W H2WB 0.8401 .
O2 C57 1.279(4) .
O3 C23 1.307(4) .
O3 H3 0.8400 .
O4 C23 1.212(4) .
O5 C40 1.269(4) .
O5 H5 0.8400 .
O6 C40 1.266(4) .
O7 C64 1.172(6) .
N1 C58 1.332(5) .
N1 C62 1.347(5) .
C1 C6 1.397(4) .
C1 C2 1.414(4) .
C1 C7 1.498(4) .
C2 C3 1.399(4) .
C2 C17 1.496(4) .
C3 C4 1.416(4) .
C3 C24 1.502(4) .
C4 C5 1.416(4) .
C4 C34 1.499(4) .
C5 C6 1.403(4) .
C5 C41 1.491(4) .
C6 C51 1.512(4) .
C7 C12 1.384(4) .
C7 C8 1.401(4) .
C8 C9 1.391(4) .
C8 H8A 0.9500 .
C9 C10 1.388(4) .
C9 H9A 0.9500 .
C10 C11 1.400(4) .
C10 C13 1.533(4) .
C11 C12 1.381(4) .
C11 H11A 0.9500 .
C12 H12A 0.9500 .
C13 C15 1.531(5) .
C13 C14 1.537(5) .
C13 C16 1.542(4) .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 C18 1.387(4) .
C17 C22 1.397(4) .
C18 C19 1.383(4) .
C18 H18A 0.9500 .
C19 C20 1.388(4) .
C19 H19A 0.9500 .
C20 C21 1.382(4) .
C20 C23 1.491(4) .
C21 C22 1.389(4) .
C21 H21A 0.9500 .
C22 H22A 0.9500 .
C24 C29 1.379(4) .
C24 C25 1.381(4) .
C25 C26 1.400(4) .
C25 H25A 0.9500 .
C26 C27 1.381(4) .
C26 H26A 0.9500 .
C27 C28 1.388(4) .
C27 C30 1.540(4) .
C28 C29 1.390(4) .
C28 H28A 0.9500 .
C29 H29A 0.9500 .
C30 C33 1.523(5) .
C30 C31 1.529(5) .
C30 C32 1.532(5) .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
C33 H33A 0.9800 .
C33 H33B 0.9800 .
C33 H33C 0.9800 .
C34 C35 1.387(4) .
C34 C39 1.390(4) .
C35 C36 1.390(4) .
C35 H35A 0.9500 .
C36 C37 1.388(4) .
C36 H36A 0.9500 .
C37 C38 1.393(4) .
C37 C40 1.492(4) .
C38 C39 1.386(4) .
C38 H38A 0.9500 .
C39 H39A 0.9500 .
C41 C42 1.384(4) .
C41 C46 1.388(4) .
C42 C43 1.400(4) .
C42 H42A 0.9500 .
C43 C44 1.387(4) .
C43 H43A 0.9500 .
C44 C45 1.394(4) .
C44 C47 1.523(4) .
C45 C46 1.380(4) .
C45 H45A 0.9500 .
C46 H46A 0.9500 .
C47 C48 1.525(5) .
C47 C50 1.527(5) .
C47 C49 1.540(6) .
C48 H48A 0.9800 .
C48 H48B 0.9800 .
C48 H48C 0.9800 .
C49 H49A 0.9800 .
C49 H49B 0.9800 .
C49 H49C 0.9800 .
C50 H50A 0.9800 .
C50 H50B 0.9800 .
C50 H50C 0.9800 .
C51 C56 1.383(4) .
C51 C52 1.391(4) .
C52 C53 1.383(4) .
C52 H52A 0.9500 .
C53 C54 1.386(4) .
C53 H53A 0.9500 .
C54 C55 1.390(4) .
C54 C57 1.479(4) .
C55 C56 1.385(4) .
C55 H55A 0.9500 .
C56 H56A 0.9500 .
C58 C59 1.391(5) .
C58 H58A 0.9500 .
C59 C60 1.389(4) .
C59 H59A 0.9500 .
C60 C61 1.399(5) .
C60 C60 1.490(6) 2
C61 C62 1.379(5) .
C61 H61A 0.9500 .
C62 H62A 0.9500 .
C63 C64 1.476(8) .
C63 H63A 0.9800 .
C63 H63B 0.9800 .
C63 H63C 0.9800 .
C64 C65 1.489(8) .
C65 H65A 0.9800 .
C65 H65B 0.9800 .
C65 H65C 0.9800 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1WA O4 0.84 1.89 2.722(3) 171.8 .
O1W H1WB O6 0.84 1.91 2.639(3) 143.7 1_545
O1 H1 O1W 0.84 1.88 2.655(3) 153.2 3
O2W H2WA N1 0.84 2.01 2.825(4) 163.4 .
O2W H2WB O2 0.84 1.98 2.807(3) 167.2 3_445
O3 H3 O2W 0.84 1.94 2.763(3) 167.5 .
O5 H5 O2W 0.84 2.05 2.812(3) 150.0 1_565
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C6 C1 C2 C3 1.2(4) . .
C7 C1 C2 C3 179.9(3) . .
C6 C1 C2 C17 178.1(3) . .
C7 C1 C2 C17 -3.2(4) . .
C1 C2 C3 C4 -2.8(4) . .
C17 C2 C3 C4 -179.7(3) . .
C1 C2 C3 C24 178.0(3) . .
C17 C2 C3 C24 1.1(4) . .
C2 C3 C4 C5 2.3(4) . .
C24 C3 C4 C5 -178.5(3) . .
C2 C3 C4 C34 -179.9(3) . .
C24 C3 C4 C34 -0.7(4) . .
C3 C4 C5 C6 -0.4(4) . .
C34 C4 C5 C6 -178.1(2) . .
C3 C4 C5 C41 -179.5(3) . .
C34 C4 C5 C41 2.7(4) . .
C2 C1 C6 C5 0.7(4) . .
C7 C1 C6 C5 -177.9(3) . .
C2 C1 C6 C51 -179.1(3) . .
C7 C1 C6 C51 2.4(4) . .
C4 C5 C6 C1 -1.1(4) . .
C41 C5 C6 C1 178.0(3) . .
C4 C5 C6 C51 178.6(3) . .
C41 C5 C6 C51 -2.2(4) . .
C6 C1 C7 C12 112.0(3) . .
C2 C1 C7 C12 -66.6(4) . .
C6 C1 C7 C8 -70.7(4) . .
C2 C1 C7 C8 110.7(3) . .
C12 C7 C8 C9 2.3(4) . .
C1 C7 C8 C9 -175.1(3) . .
C7 C8 C9 C10 0.3(4) . .
C8 C9 C10 C11 -2.7(4) . .
C8 C9 C10 C13 175.5(3) . .
C9 C10 C11 C12 2.5(4) . .
C13 C10 C11 C12 -175.8(3) . .
C10 C11 C12 C7 0.1(5) . .
C8 C7 C12 C11 -2.5(4) . .
C1 C7 C12 C11 174.9(3) . .
C9 C10 C13 C15 3.3(4) . .
C11 C10 C13 C15 -178.5(3) . .
C9 C10 C13 C14 123.3(3) . .
C11 C10 C13 C14 -58.5(4) . .
C9 C10 C13 C16 -116.8(3) . .
C11 C10 C13 C16 61.4(4) . .
C3 C2 C17 C18 113.1(3) . .
C1 C2 C17 C18 -63.8(4) . .
C3 C2 C17 C22 -65.4(4) . .
C1 C2 C17 C22 117.8(3) . .
C22 C17 C18 C19 1.2(4) . .
C2 C17 C18 C19 -177.3(3) . .
C17 C18 C19 C20 -1.0(5) . .
C18 C19 C20 C21 0.3(5) . .
C18 C19 C20 C23 -179.5(3) . .
C19 C20 C21 C22 0.3(5) . .
C23 C20 C21 C22 -179.9(3) . .
C20 C21 C22 C17 -0.2(4) . .
C18 C17 C22 C21 -0.6(4) . .
C2 C17 C22 C21 177.9(3) . .
C21 C20 C23 O4 -7.5(5) . .
C19 C20 C23 O4 172.2(3) . .
C21 C20 C23 O3 170.9(3) . .
C19 C20 C23 O3 -9.4(4) . .
C2 C3 C24 C29 117.0(3) . .
C4 C3 C24 C29 -62.2(4) . .
C2 C3 C24 C25 -65.4(4) . .
C4 C3 C24 C25 115.4(3) . .
C29 C24 C25 C26 0.5(4) . .
C3 C24 C25 C26 -177.3(3) . .
C24 C25 C26 C27 0.5(5) . .
C25 C26 C27 C28 -1.4(4) . .
C25 C26 C27 C30 175.3(3) . .
C26 C27 C28 C29 1.3(5) . .
C30 C27 C28 C29 -175.6(3) . .
C25 C24 C29 C28 -0.6(4) . .
C3 C24 C29 C28 177.1(3) . .
C27 C28 C29 C24 -0.3(5) . .
C26 C27 C30 C33 -106.8(3) . .
C28 C27 C30 C33 69.8(4) . .
C26 C27 C30 C31 13.7(4) . .
C28 C27 C30 C31 -169.7(3) . .
C26 C27 C30 C32 132.9(3) . .
C28 C27 C30 C32 -50.5(4) . .
C5 C4 C34 C35 117.1(3) . .
C3 C4 C34 C35 -60.7(4) . .
C5 C4 C34 C39 -62.4(4) . .
C3 C4 C34 C39 119.8(3) . .
C39 C34 C35 C36 0.8(4) . .
C4 C34 C35 C36 -178.7(2) . .
C34 C35 C36 C37 0.0(4) . .
C35 C36 C37 C38 -0.8(4) . .
C35 C36 C37 C40 177.8(3) . .
C36 C37 C38 C39 0.8(4) . .
C40 C37 C38 C39 -177.8(3) . .
C37 C38 C39 C34 0.0(4) . .
C35 C34 C39 C38 -0.8(4) . .
C4 C34 C39 C38 178.7(2) . .
C36 C37 C40 O6 171.7(3) . .
C38 C37 C40 O6 -9.7(4) . .
C36 C37 C40 O5 -8.4(4) . .
C38 C37 C40 O5 170.2(3) . .
C6 C5 C41 C42 112.6(3) . .
C4 C5 C41 C42 -68.2(4) . .
C6 C5 C41 C46 -67.9(4) . .
C4 C5 C41 C46 111.3(3) . .
C46 C41 C42 C43 2.2(4) . .
C5 C41 C42 C43 -178.3(3) . .
C41 C42 C43 C44 -1.8(5) . .
C42 C43 C44 C45 0.2(5) . .
C42 C43 C44 C47 178.9(3) . .
C43 C44 C45 C46 1.1(5) . .
C47 C44 C45 C46 -177.7(3) . .
C44 C45 C46 C41 -0.7(5) . .
C42 C41 C46 C45 -1.0(4) . .
C5 C41 C46 C45 179.5(3) . .
C43 C44 C47 C48 2.3(5) . .
C45 C44 C47 C48 -179.0(3) . .
C43 C44 C47 C50 -117.1(4) . .
C45 C44 C47 C50 61.6(5) . .
C43 C44 C47 C49 123.0(4) . .
C45 C44 C47 C49 -58.3(4) . .
C1 C6 C51 C56 104.4(3) . .
C5 C6 C51 C56 -75.4(4) . .
C1 C6 C51 C52 -74.6(4) . .
C5 C6 C51 C52 105.6(3) . .
C56 C51 C52 C53 1.5(4) . .
C6 C51 C52 C53 -179.4(3) . .
C51 C52 C53 C54 -2.5(5) . .
C52 C53 C54 C55 1.2(5) . .
C52 C53 C54 C57 -177.8(3) . .
C53 C54 C55 C56 1.1(5) . .
C57 C54 C55 C56 -179.9(3) . .
C52 C51 C56 C55 0.7(5) . .
C6 C51 C56 C55 -178.3(3) . .
C54 C55 C56 C51 -2.1(5) . .
C53 C54 C57 O1 2.6(4) . .
C55 C54 C57 O1 -176.4(3) . .
C53 C54 C57 O2 -176.4(3) . .
C55 C54 C57 O2 4.6(4) . .
C62 N1 C58 C59 1.2(5) . .
N1 C58 C59 C60 -0.7(5) . .
C58 C59 C60 C61 -0.3(4) . .
C58 C59 C60 C60 179.4(2) . 2
C59 C60 C61 C62 0.5(4) . .
C60 C60 C61 C62 -179.1(2) 2 .
C58 N1 C62 C61 -0.9(5) . .
C60 C61 C62 N1 0.1(5) . .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.212 -0.083 0.130 134 36 ' '
2 0.212 0.083 0.630 134 36 ' '
3 0.788 -0.083 0.370 134 36 ' '
4 0.788 0.083 0.870 134 36 ' '
5 0.288 0.417 0.370 134 36 ' '
6 0.712 0.417 0.130 134 36 ' '
7 0.288 0.583 0.870 134 36 ' '
8 0.712 0.583 0.630 134 36 ' '
