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#$Date: 2019-11-23 21:51:15 +0200 (Sat, 23 Nov 2019) $
#$Revision: 235206 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/67/4036766.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_4036766
loop_
_publ_author_name
'Maiti, Krishnagopal'
'Jayaraman, Narayanaswamy'
_publ_section_title
;
 Synthesis and Structure of Cyclic Trisaccharide with Expanded Glycosidic
 Linkages.
;
_journal_issue                   11
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              4616
_journal_page_last               4622
_journal_paper_doi               10.1021/acs.joc.6b00462
_journal_volume                  81
_journal_year                    2016
_chemical_formula_sum            'C21.67 H36 Ho0 O17.67'
_chemical_formula_weight         579.17
_space_group_crystal_system      trigonal
_space_group_IT_number           143
_space_group_name_Hall           'P 3'
_space_group_name_H-M_alt        'P 3'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            3
_cell_length_a                   11.0527(15)
_cell_length_b                   11.0527(15)
_cell_length_c                   18.729(3)
_cell_measurement_reflns_used    9865
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      24.56
_cell_measurement_theta_min      3.04
_cell_volume                     1981.4(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0801
_diffrn_reflns_av_sigmaI/netI    0.0444
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            65772
_diffrn_reflns_theta_full        27.63
_diffrn_reflns_theta_max         27.63
_diffrn_reflns_theta_min         3.04
_exptl_absorpt_coefficient_mu    0.128
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             922
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.093
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     358
_refine_ls_number_reflns         6145
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.1307
_refine_ls_R_factor_gt           0.1054
_refine_ls_shift/su_max          0.128
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1689P)²+3.1983P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2822
_refine_ls_wR_factor_ref         0.3010
_reflns_number_gt                4648
_reflns_number_total             6145
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo6b00462_si_002.cif
_cod_data_source_block           kghcd_0m
_cod_database_code               4036766
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, 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
C2B C 0.3385(6) 0.3354(7) 0.0354(4) 0.0499(14) Uani 1 1 d .
H2B H 0.4353 0.3936 0.0514 0.060 Uiso 1 1 calc R
C3B C 0.3087(6) 0.1867(6) 0.0283(3) 0.0450(13) Uani 1 1 d .
H3B H 0.2126 0.1283 0.0113 0.054 Uiso 1 1 calc R
C4B C 0.3236(5) 0.1301(6) 0.1008(3) 0.0409(13) Uani 1 1 d .
H4B H 0.4203 0.1899 0.1166 0.049 Uiso 1 1 calc R
C6A C 0.4511(7) 0.5428(6) 0.2748(3) 0.0453(13) Uani 1 1 d .
H6AA H 0.3728 0.5190 0.2432 0.054 Uiso 1 1 calc R
H6AB H 0.5135 0.6429 0.2718 0.054 Uiso 1 1 calc R
C6B C 0.2478(7) 0.1121(7) 0.2316(4) 0.0477(14) Uani 1 1 d .
H6BA H 0.1877 0.1302 0.2620 0.057 Uiso 1 1 calc R
H6BB H 0.2160 0.0130 0.2346 0.057 Uiso 1 1 calc R
C6C C 0.074(2) 0.213(3) 0.8650(7) 0.188(11) Uani 1 1 d D
H6CA H 0.0167 0.1215 0.8858 0.226 Uiso 1 1 calc R
H6CB H 0.1698 0.2333 0.8637 0.226 Uiso 1 1 calc R
C7A C 0.0245(6) 0.3655(6) 0.4098(4) 0.0425(13) Uani 1 1 d .
H7A H -0.0472 0.2965 0.4407 0.051 Uiso 1 1 calc R
H7B H 0.0134 0.3244 0.3628 0.051 Uiso 1 1 calc R
C7B C 0.2981(6) -0.0174(6) 0.0967(4) 0.0486(15) Uani 1 1 d .
H7BA H 0.3682 -0.0200 0.0667 0.058 Uiso 1 1 calc R
H7BB H 0.3042 -0.0498 0.1440 0.058 Uiso 1 1 calc R
C7C C 0.2480(11) 0.3437(13) 0.7283(8) 0.107(4) Uani 1 1 d .
H7CA H 0.3009 0.4168 0.6937 0.129 Uiso 1 1 calc R
H7CB H 0.2950 0.3731 0.7740 0.129 Uiso 1 1 calc R
C10 C -0.3333 0.3333 0.4929(11) 0.079(4) Uani 1 3 d S
C11 C 0.6667 0.3333 0.0114(10) 0.088(5) Uiso 1 3 d S
O1A O 0.1597(4) 0.4029(4) 0.43762(19) 0.0347(8) Uani 1 1 d .
O1C O 0.2433(7) 0.2175(8) 0.7063(4) 0.088(2) Uani 1 1 d .
O2A O 0.2408(6) 0.2710(6) 0.5371(3) 0.0575(12) Uani 1 1 d .
H2A H 0.2603 0.2152 0.5550 0.086 Uiso 1 1 calc R
O2B O 0.3231(6) 0.3883(6) -0.0285(3) 0.0681(14) Uani 1 1 d .
H2BA H 0.3395 0.4686 -0.0225 0.102 Uiso 1 1 calc R
O2C O -0.2079(8) 0.2205(6) 0.6114(3) 0.089(2) Uani 1 1 d .
H2C H -0.2776 0.1445 0.6191 0.133 Uiso 1 1 calc R
O3A O 0.5365(6) 0.4615(6) 0.5258(4) 0.090(2) Uani 1 1 d .
H3A H 0.4983 0.3862 0.5467 0.134 Uiso 1 1 calc R
O3B O 0.4005(6) 0.1820(6) -0.0225(3) 0.0699(15) Uani 1 1 d .
H3BA H 0.3912 0.2125 -0.0608 0.105 Uiso 1 1 calc R
O3C O 0.0969(8) 0.3898(6) 0.6117(4) 0.088(2) Uani 1 1 d .
H3C H 0.0545 0.3668 0.5736 0.132 Uiso 1 1 calc R
O6A O 0.5244(5) 0.4728(6) 0.2501(3) 0.0598(13) Uani 1 1 d .
H6A H 0.5733 0.4707 0.2825 0.090 Uiso 1 1 calc R
O6B O 0.3845(5) 0.1866(5) 0.2583(3) 0.0540(11) Uani 1 1 d .
H6B H 0.4395 0.1903 0.2278 0.081 Uiso 1 1 calc R
O6C O 0.0654(10) 0.3057(12) 0.9033(4) 0.114(3) Uani 1 1 d D
H6C H 0.0719 0.2909 0.9457 0.170 Uiso 1 1 calc R
O10 O 0.6667 0.3333 0.8113(13) 0.091(7) Uani 0.50 3 d SP
O11 O 0.6667 0.3333 0.6567(13) 0.088(7) Uani 0.50 3 d SP
O12 O 0.6667 0.3333 0.5517(4) 0.0397(15) Uani 1 3 d S
O13 O 0.3333 0.6667 -0.0025(6) 0.064(2) Uani 1 3 d S
O14 O 0.6667 0.3333 -0.0653(15) 0.178(9) Uiso 1 3 d S
O15 O 0.5214(14) 0.4578(14) 0.8631(7) 0.151(4) Uiso 1 1 d .
O16 O 0.0000 0.0000 0.5158(5) 0.0497(17) Uani 1 3 d S
C1A C 0.2123(6) 0.3180(6) 0.4137(3) 0.0351(11) Uani 1 1 d .
H1A H 0.1351 0.2220 0.4078 0.042 Uiso 1 1 calc R
C1B C 0.2427(6) 0.3413(6) 0.0923(3) 0.0409(12) Uani 1 1 d .
H1B H 0.2673 0.4390 0.0984 0.049 Uiso 1 1 calc R
C2A C 0.3140(6) 0.3210(5) 0.4707(3) 0.0365(11) Uani 1 1 d .
H2AA H 0.3477 0.2581 0.4557 0.044 Uiso 1 1 calc R
C3A C 0.4386(6) 0.4678(6) 0.4770(3) 0.0408(12) Uani 1 1 d .
H3AA H 0.4090 0.5324 0.4949 0.049 Uiso 1 1 calc R
C4A C 0.5076(6) 0.5149(6) 0.4048(3) 0.0400(12) Uani 1 1 d .
H4A H 0.5388 0.4501 0.3897 0.048 Uiso 1 1 calc R
C5A C 0.3980(5) 0.5060(5) 0.3496(3) 0.0333(11) Uani 1 1 d .
H5A H 0.3637 0.5682 0.3650 0.040 Uiso 1 1 calc R
C5B C 0.2300(6) 0.1460(6) 0.1554(3) 0.0400(12) Uani 1 1 d .
H5B H 0.1323 0.0857 0.1413 0.048 Uiso 1 1 calc R
O1B O 0.1063(4) 0.2669(4) 0.0672(2) 0.0375(8) Uani 1 1 d .
O5A O 0.2840(4) 0.3666(4) 0.3483(2) 0.0397(9) Uani 1 1 d .
O5B O 0.2596(4) 0.2909(4) 0.1587(2) 0.0388(9) Uani 1 1 d .
C1C C 0.3486(12) 0.1913(11) 0.7323(5) 0.085(3) Uani 1 1 d .
H1C H 0.4331 0.2820 0.7397 0.102 Uiso 1 1 calc R
C2C C -0.1174(11) 0.2623(9) 0.6729(4) 0.076(3) Uani 1 1 d .
H2CA H -0.1062 0.3516 0.6892 0.091 Uiso 1 1 calc R
C3C C 0.0267(10) 0.2844(8) 0.6617(4) 0.064(2) Uani 1 1 d .
H3CA H 0.0197 0.1977 0.6439 0.077 Uiso 1 1 calc R
C4C C 0.1041(11) 0.3228(12) 0.7345(5) 0.090(3) Uani 1 1 d .
H4C H 0.1128 0.4113 0.7503 0.108 Uiso 1 1 calc R
C5C C 0.0239(14) 0.216(2) 0.7898(4) 0.134(7) Uani 1 1 d .
H5C H 0.0131 0.1301 0.7687 0.160 Uiso 1 1 calc R
O5C O -0.1269(10) 0.1858(12) 0.7954(3) 0.115(3) Uani 1 1 d .
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ho Ho -0.2175 4.6783 '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
O2B C2B C3B 112.2(6) . .
O2B C2B C1B 110.6(6) . .
C3B C2B C1B 109.2(5) . .
O3B C3B C2B 109.2(5) . .
O3B C3B C4B 110.8(5) . .
C2B C3B C4B 110.8(5) . .
C7B C4B C5B 112.7(5) . .
C7B C4B C3B 113.2(5) . .
C5B C4B C3B 109.2(5) . .
O6A C6A C5A 113.7(5) . .
O6B C6B C5B 115.3(6) . .
O6C C6C C5C 109.3(15) . .
O1A C7A C4A 110.6(4) . 3_565
O1B C7B C4B 108.6(4) 3 .
O1C C7C C4C 110.8(8) . .
C1A O1A C7A 114.3(4) . .
C1C O1C C7C 117.8(7) . .
O1A C1A O5A 111.3(4) . .
O1A C1A C2A 107.9(4) . .
O5A C1A C2A 109.2(4) . .
O1B C1B O5B 112.5(5) . .
O1B C1B C2B 108.1(5) . .
O5B C1B C2B 111.5(5) . .
O2A C2A C3A 112.3(5) . .
O2A C2A C1A 109.1(5) . .
C3A C2A C1A 109.8(4) . .
O3A C3A C4A 108.8(5) . .
O3A C3A C2A 107.3(4) . .
C4A C3A C2A 109.3(5) . .
C7A C4A C3A 110.5(5) 2_665 .
C7A C4A C5A 113.0(5) 2_665 .
C3A C4A C5A 109.2(4) . .
O5A C5A C6A 107.1(4) . .
O5A C5A C4A 108.6(4) . .
C6A C5A C4A 114.7(5) . .
O5B C5B C6B 104.2(5) . .
O5B C5B C4B 111.0(4) . .
C6B C5B C4B 115.1(5) . .
C1B O1B C7B 112.9(4) . 2
C1A O5A C5A 115.0(4) . .
C1B O5B C5B 113.1(4) . .
O5C C1C O1C 110.9(9) 3 .
O5C C1C C2C 116.8(10) 3 3
O1C C1C C2C 106.7(7) . 3
O2C C2C C3C 116.8(7) . .
O2C C2C C1C 108.6(8) . 2
C3C C2C C1C 110.4(8) . 2
O3C C3C C2C 109.5(8) . .
O3C C3C C4C 111.3(8) . .
C2C C3C C4C 108.5(7) . .
C5C C4C C7C 110.1(11) . .
C5C C4C C3C 111.6(9) . .
C7C C4C C3C 111.9(9) . .
C4C C5C C6C 125.8(15) . .
C4C C5C O5C 112.0(10) . .
C6C C5C O5C 107.4(9) . .
C1C O5C C5C 112.6(6) 2 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C2B O2B 1.380(9) .
C2B C3B 1.512(9) .
C2B C1B 1.525(9) .
C3B O3B 1.411(8) .
C3B C4B 1.538(9) .
C4B C7B 1.511(8) .
C4B C5B 1.526(8) .
C6A O6A 1.447(8) .
C6A C5A 1.495(8) .
C6B O6B 1.404(8) .
C6B C5B 1.512(9) .
C6C O6C 1.288(15) .
C6C C5C 1.519(18) .
C7A O1A 1.434(7) .
C7A C4A 1.509(8) 3_565
C7B O1B 1.445(7) 3
C7C O1C 1.430(12) .
C7C C4C 1.492(14) .
C10 O12 1.100(19) 1_455
C11 O14 1.44(3) .
O1A C1A 1.402(6) .
O1C C1C 1.419(14) .
O2A C2A 1.435(8) .
O2C C2C 1.441(10) .
O3A C3A 1.445(7) .
O3C C3C 1.390(10) .
O12 C10 1.100(19) 1_655
C1A O5A 1.412(7) .
C1A C2A 1.539(7) .
C1B O1B 1.389(7) .
C1B O5B 1.413(8) .
C2A C3A 1.520(7) .
C3A C4A 1.511(9) .
C4A C7A 1.509(8) 2_665
C4A C5A 1.558(8) .
C5A O5A 1.421(7) .
C5B O5B 1.467(7) .
O1B C7B 1.445(7) 2
C1C O5C 1.334(12) 3
C1C C2C 1.518(12) 3
C2C C3C 1.500(14) .
C2C C1C 1.518(12) 2
C3C C4C 1.551(13) .
C4C C5C 1.49(2) .
C5C O5C 1.531(14) .
O5C C1C 1.334(12) 2
