#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:22:48 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178385 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/07/4020714.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_4020714
loop_
_publ_author_name
'Jason Lagona'
'James C. Fettinger'
'Lyle Isaacs'
_publ_section_title
;
 Cucurbit[n]uril Analogues: Synthetic and Mechanistic Studies
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              10381
_journal_page_last               10392
_journal_paper_doi               10.1021/jo051655r
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C30 H38 N10 O14'
_chemical_formula_weight         762.70
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 93.6670(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.1433(5)
_cell_length_b                   18.4828(9)
_cell_length_c                   18.5254(9)
_cell_measurement_temperature    193(2)
_cell_volume                     3466.0(3)
_diffrn_ambient_temperature      193(2)
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_density_meas      0
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4020714
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.48446(14) 0.86420(8) -0.01912(7) 0.0342(3) Uani 1 1 d . . .
H1A H 0.4091(15) 0.8304(8) -0.0279(8) 0.024(3) Uiso 1 1 d . . .
H1B H 0.4619(16) 0.9147(9) -0.0248(9) 0.035(4) Uiso 1 1 d . . .
C1A C 0.61366(12) 0.78486(6) 0.06702(6) 0.0260(2) Uani 1 1 d . . .
C1B C 0.51484(14) 0.72649(8) 0.08957(7) 0.0343(3) Uani 1 1 d . A .
C1C C 0.3758(3) 0.68879(15) 0.18020(15) 0.0440(6) Uani 0.79 1 d P A 1
H1C1 H 0.4249 0.6431 0.1898 0.072(8) Uiso 0.79 1 calc PR A 1
H1C2 H 0.3000 0.6788 0.1453 0.088(10) Uiso 0.79 1 calc PR A 1
C1D C 0.3289(3) 0.71898(14) 0.24878(15) 0.0598(7) Uani 0.79 1 d P A 1
H1D1 H 0.4041 0.7247 0.2842 0.116(14) Uiso 0.79 1 calc PR A 1
H1D2 H 0.2643 0.6859 0.2680 0.073(8) Uiso 0.79 1 calc PR A 1
H1D3 H 0.2874 0.7662 0.2391 0.075(9) Uiso 0.79 1 calc PR A 1
C1E C 0.3386(11) 0.7207(7) 0.1780(7) 0.058(3) Uani 0.21 1 d P A 2
H1E1 H 0.2764 0.7618 0.1806 0.069 Uiso 0.21 1 calc PR A 2
H1E2 H 0.2972 0.6828 0.1463 0.069 Uiso 0.21 1 calc PR A 2
C1F C 0.3722(17) 0.6937(9) 0.2459(9) 0.091(5) Uiso 0.21 1 d P A 2
H1F1 H 0.2933 0.6743 0.2668 0.136 Uiso 0.21 1 calc PR A 2
H1F2 H 0.4097 0.7326 0.2768 0.136 Uiso 0.21 1 calc PR A 2
H1F3 H 0.4377 0.6551 0.2424 0.136 Uiso 0.21 1 calc PR A 2
N1 N 0.54497(11) 0.85294(6) 0.05382(6) 0.0287(2) Uani 1 1 d . . .
O1 O 0.57069(10) 0.97206(5) 0.09008(5) 0.0346(2) Uani 1 1 d . . .
O1B O 0.48908(14) 0.67359(6) 0.05429(7) 0.0546(3) Uani 1 1 d . . .
O1C O 0.46409(10) 0.74466(6) 0.15082(6) 0.0422(3) Uani 1 1 d . . .
C2 C 0.60462(12) 0.90908(7) 0.09319(7) 0.0270(2) Uani 1 1 d . . .
C2A C 0.72847(12) 0.80477(6) 0.12520(6) 0.0242(2) Uani 1 1 d . . .
C2B C 0.72865(12) 0.75955(7) 0.19560(7) 0.0276(2) Uani 1 1 d . . .
C2C C 0.75494(17) 0.64082(8) 0.24332(8) 0.0403(3) Uani 1 1 d . . .
H2C1 H 0.7164(19) 0.5981(11) 0.2229(10) 0.051(5) Uiso 1 1 d . . .
H2C2 H 0.6964(18) 0.6631(10) 0.2804(10) 0.043(5) Uiso 1 1 d . . .
C2D C 0.8960(2) 0.63094(12) 0.26984(13) 0.0611(5) Uani 1 1 d . . .
H2D1 H 0.950(2) 0.6168(13) 0.2304(13) 0.073(7) Uiso 1 1 d . . .
H2D2 H 0.898(2) 0.5973(13) 0.3098(12) 0.070(6) Uiso 1 1 d . . .
H2D3 H 0.934(2) 0.6798(14) 0.2876(13) 0.075(7) Uiso 1 1 d . . .
N2 N 0.70341(10) 0.88038(5) 0.13906(5) 0.0252(2) Uani 1 1 d . . .
O2B O 0.71442(12) 0.78498(6) 0.25406(5) 0.0408(2) Uani 1 1 d . . .
O2C O 0.74737(10) 0.69039(5) 0.18049(5) 0.0332(2) Uani 1 1 d . . .
C3 C 0.78183(12) 0.92631(7) 0.18912(7) 0.0263(2) Uani 1 1 d . . .
H3A H 0.7947(14) 0.9008(8) 0.2359(8) 0.025(3) Uiso 1 1 d . . .
H3B H 0.7282(16) 0.9682(9) 0.1944(8) 0.032(4) Uiso 1 1 d . . .
C3A C 1.03145(12) 0.90991(6) 0.17687(6) 0.0242(2) Uani 1 1 d . . .
C3B C 1.04633(12) 0.88497(7) 0.25679(7) 0.0271(2) Uani 1 1 d . . .
C3C C 1.05756(17) 0.93056(9) 0.37724(7) 0.0387(3) Uani 1 1 d . . .
H3C1 H 1.1299(18) 0.8955(10) 0.3869(9) 0.043(4) Uiso 1 1 d . . .
H3C2 H 0.973(2) 0.9082(10) 0.3915(10) 0.053(5) Uiso 1 1 d . . .
C3D C 1.0830(2) 1.00310(11) 0.41109(10) 0.0533(4) Uani 1 1 d . . .
H3D1 H 1.167(2) 1.0266(12) 0.3941(12) 0.064(6) Uiso 1 1 d . . .
H3D2 H 1.091(3) 0.9955(15) 0.4627(15) 0.093(8) Uiso 1 1 d . . .
H3D3 H 1.009(2) 1.0382(13) 0.3975(12) 0.069(6) Uiso 1 1 d . . .
N3 N 0.90788(10) 0.94917(5) 0.16358(5) 0.0249(2) Uani 1 1 d . . .
O3B O 1.05194(11) 0.82349(5) 0.27680(5) 0.0400(2) Uani 1 1 d . . .
O3C O 1.04757(10) 0.94297(5) 0.29887(5) 0.0334(2) Uani 1 1 d . . .
C4 C 0.92632(12) 1.01993(6) 0.14165(6) 0.0259(2) Uani 1 1 d . . .
C4A C 1.13596(12) 0.96811(6) 0.15611(6) 0.0260(2) Uani 1 1 d . . .
C4B C 1.25470(13) 0.98043(7) 0.21145(7) 0.0307(3) Uani 1 1 d . . .
C4C C 1.43825(15) 0.91896(10) 0.27039(9) 0.0444(4) Uani 1 1 d . . .
H4C1 H 1.484(2) 0.9651(11) 0.2617(11) 0.054(5) Uiso 1 1 d . . .
H4C2 H 1.490(2) 0.8736(12) 0.2544(11) 0.061(6) Uiso 1 1 d . . .
C4D C 1.4105(2) 0.91492(14) 0.34855(10) 0.0588(5) Uani 1 1 d . . .
H4D1 H 1.364(3) 0.9587(15) 0.3592(14) 0.083(8) Uiso 1 1 d . . .
H4D2 H 1.497(2) 0.9162(12) 0.3778(12) 0.068(6) Uiso 1 1 d . . .
H4D3 H 1.359(3) 0.8659(15) 0.3581(14) 0.085(8) Uiso 1 1 d . . .
N4 N 1.06095(11) 1.03347(6) 0.14296(6) 0.0282(2) Uani 1 1 d . . .
O4 O 0.83952(9) 1.06337(5) 0.12682(5) 0.0323(2) Uani 1 1 d . . .
O4B O 1.28857(11) 1.03834(6) 0.23476(6) 0.0450(3) Uani 1 1 d . . .
O4C O 1.31466(10) 0.91734(5) 0.22506(6) 0.0379(2) Uani 1 1 d . . .
C5 C 1.11166(15) 1.08361(7) 0.09043(7) 0.0336(3) Uani 1 1 d . . .
H5A H 1.0456(16) 1.1210(9) 0.0794(8) 0.031(4) Uiso 1 1 d . . .
H5B H 1.1927(17) 1.1031(9) 0.1130(9) 0.034(4) Uiso 1 1 d . . .
O5 O 1.13768(10) 1.04701(5) 0.02489(5) 0.0355(2) Uani 1 1 d . . .
C6 C 1.23336(14) 0.99133(8) 0.03917(7) 0.0330(3) Uani 1 1 d . . .
H6A H 1.3161(16) 1.0138(9) 0.0604(8) 0.032(4) Uiso 1 1 d . . .
H6B H 1.2449(15) 0.9647(8) -0.0055(8) 0.027(4) Uiso 1 1 d . . .
N6 N 1.18604(11) 0.93932(6) 0.09044(6) 0.0282(2) Uani 1 1 d . . .
C7 C 1.13332(13) 0.87281(7) 0.07207(7) 0.0282(2) Uani 1 1 d . . .
N7 N 1.05353(10) 0.85166(5) 0.12672(5) 0.0258(2) Uani 1 1 d . . .
O7 O 1.15732(10) 0.83707(5) 0.01988(5) 0.0386(2) Uani 1 1 d . . .
C8 C 0.97991(12) 0.78452(6) 0.12053(7) 0.0257(2) Uani 1 1 d . . .
H8A H 0.9741(14) 0.7641(8) 0.1677(8) 0.024(3) Uiso 1 1 d . . .
H8B H 1.0279(16) 0.7517(9) 0.0899(9) 0.033(4) Uiso 1 1 d . . .
N8 N 0.84617(10) 0.79003(5) 0.08649(5) 0.0248(2) Uani 1 1 d . . .
C9 C 0.81729(12) 0.76748(6) 0.01624(6) 0.0263(2) Uani 1 1 d . . .
N9 N 0.68132(10) 0.76015(6) 0.00549(6) 0.0278(2) Uani 1 1 d . . .
O9 O 0.89602(9) 0.75306(5) -0.02820(5) 0.0334(2) Uani 1 1 d . . .
C10 C 0.61527(14) 0.77365(8) -0.06543(7) 0.0339(3) Uani 1 1 d . . .
H10A H 0.6788(17) 0.7606(9) -0.1043(10) 0.041(4) Uiso 1 1 d . . .
H10B H 0.5398(16) 0.7403(9) -0.0701(8) 0.033(4) Uiso 1 1 d . . .
O10 O 0.57584(10) 0.84708(5) -0.07193(5) 0.0356(2) Uani 1 1 d . . .
C21 C 0.78976(18) 0.52148(11) 0.09663(10) 0.0524(4) Uani 1 1 d . B 2
N21 N 0.7602(2) 0.48008(10) 0.13797(10) 0.0680(4) Uani 1 1 d . B 2
C22 C 0.8256(3) 0.57517(15) 0.04407(14) 0.0766(7) Uani 1 1 d . B 2
H22A H 0.748(6) 0.622(3) 0.031(3) 0.23(2) Uiso 1 1 d . C 2
H22B H 0.844(3) 0.5538(16) 0.0023(18) 0.099(9) Uiso 1 1 d . D 2
H22C H 0.935(3) 0.5906(17) 0.0574(16) 0.116(10) Uiso 1 1 d . E 2
C31 C 0.83311(18) 0.34590(12) 0.01219(11) 0.0578(5) Uani 1 1 d . F 2
N31 N 0.8575(2) 0.38107(14) -0.03609(11) 0.0809(6) Uani 1 1 d . F 2
C32 C 0.8034(2) 0.30193(13) 0.07285(12) 0.0628(5) Uani 1 1 d . F 2
H32A H 0.790(3) 0.3364(18) 0.1106(17) 0.114(10) Uiso 1 1 d . G 2
H32B H 0.860(3) 0.2613(18) 0.0830(17) 0.111(11) Uiso 1 1 d . H 2
H32C H 0.742(4) 0.265(2) 0.067(2) 0.155(15) Uiso 1 1 d . I 2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O10 1.4257(18) . ?
C1 N1 1.4628(17) . ?
C1 H1A 0.993(15) . ?
C1 H1B 0.965(17) . ?
C1A N9 1.4420(16) . ?
C1A N1 1.4515(16) . ?
C1A C1B 1.5480(17) . ?
C1A C2A 1.5788(16) . ?
C1B O1B 1.1956(18) . ?
C1B O1C 1.3193(17) . ?
C1C O1C 1.492(3) . ?
C1C C1D 1.493(3) . ?
C1C H1C1 0.9900 . ?
C1C H1C2 0.9900 . ?
C1D H1D1 0.9800 . ?
C1D H1D2 0.9800 . ?
C1D H1D3 0.9800 . ?
C1E C1F 1.38(2) . ?
C1E O1C 1.466(11) . ?
C1E H1E1 0.9900 . ?
C1E H1E2 0.9900 . ?
C1F H1F1 0.9800 . ?
C1F H1F2 0.9800 . ?
C1F H1F3 0.9800 . ?
N1 C2 1.3850(16) . ?
O1 C2 1.2141(15) . ?
C2 N2 1.3780(16) . ?
C2A N2 1.4463(15) . ?
C2A N8 1.4571(15) . ?
C2A C2B 1.5490(16) . ?
C2B O2B 1.1978(16) . ?
C2B O2C 1.3249(15) . ?
C2C O2C 1.4793(16) . ?
C2C C2D 1.494(3) . ?
C2C H2C1 0.95(2) . ?
C2C H2C2 1.023(18) . ?
C2D H2D1 0.98(2) . ?
C2D H2D2 0.97(2) . ?
C2D H2D3 1.03(3) . ?
N2 C3 1.4557(15) . ?
C3 N3 1.4542(16) . ?
C3 H3A 0.988(15) . ?
C3 H3B 0.955(16) . ?
C3A N7 1.4487(15) . ?
C3A N3 1.4556(15) . ?
C3A C3B 1.5489(16) . ?
C3A C4A 1.5751(16) . ?
C3B O3B 1.1954(16) . ?
C3B O3C 1.3250(15) . ?
C3C O3C 1.4669(16) . ?
C3C C3D 1.496(2) . ?
C3C H3C1 0.987(19) . ?
C3C H3C2 1.00(2) . ?
C3D H3D1 1.02(2) . ?
C3D H3D2 0.97(3) . ?
C3D H3D3 1.01(2) . ?
N3 C4 1.3857(15) . ?
C4 O4 1.2100(15) . ?
C4 N4 1.3871(16) . ?
C4A N4 1.4400(16) . ?
C4A N6 1.4491(16) . ?
C4A C4B 1.5478(17) . ?
C4B O4B 1.1963(17) . ?
C4B O4C 1.3318(17) . ?
C4C O4C 1.4639(17) . ?
C4C C4D 1.494(3) . ?
C4C H4C1 0.99(2) . ?
C4C H4C2 1.04(2) . ?
C4D H4D1 0.96(3) . ?
C4D H4D2 1.00(2) . ?
C4D H4D3 1.07(3) . ?
N4 C5 1.4610(16) . ?
C5 O5 1.4291(17) . ?
C5 H5A 0.976(16) . ?
C5 H5B 0.968(17) . ?
O5 C6 1.4277(17) . ?
C6 N6 1.4543(16) . ?
C6 H6A 0.995(16) . ?
C6 H6B 0.976(15) . ?
N6 C7 1.3746(16) . ?
C7 O7 1.2087(16) . ?
C7 N7 1.3919(16) . ?
N7 C8 1.4492(15) . ?
C8 N8 1.4625(15) . ?
C8 H8A 0.958(15) . ?
C8 H8B 0.981(16) . ?
N8 C9 1.3800(15) . ?
C9 O9 1.2128(15) . ?
C9 N9 1.3874(16) . ?
N9 C10 1.4576(16) . ?
C10 O10 1.4180(17) . ?
C10 H10A 1.026(18) . ?
C10 H10B 0.983(17) . ?
C21 N21 1.136(3) . ?
C21 C22 1.453(3) . ?
C22 H22A 1.19(6) . ?
C22 H22B 0.90(3) . ?
C22 H22C 1.16(3) . ?
C31 N31 1.146(3) . ?
C31 C32 1.434(3) . ?
C32 H32A 0.96(3) . ?
C32 H32B 0.96(3) . ?
C32 H32C 0.92(4) . ?
