#------------------------------------------------------------------------------
#$Date: 2019-11-08 02:54:46 +0200 (Fri, 08 Nov 2019) $
#$Revision: 224903 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/86/7058601.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_7058601
loop_
_publ_author_name
'Agrahari, Anand K.'
'Singh, Anoop S.'
'Singh, Ashish Kumar'
'Mishra, Nidhi'
'Singh, Mala'
'Prakash, Pradyot'
'Tiwari, Vinod K.'
_publ_section_title
;
 Click inspired synthesis of hexa and octadecavalent peripheral
 galactosylated glycodendrimers and their possible therapeutic
 applications
;
_journal_issue                   31
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              12475
_journal_paper_doi               10.1039/C9NJ02564B
_journal_volume                  43
_journal_year                    2019
_chemical_formula_sum            'C30 H30 O6'
_chemical_formula_weight         486.54
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2019-06-25 deposited with the CCDC.    2019-07-11 downloaded from the CCDC.
;
_cell_angle_alpha                99.800(2)
_cell_angle_beta                 94.649(2)
_cell_angle_gamma                108.311(2)
_cell_formula_units_Z            1
_cell_length_a                   8.6582(4)
_cell_length_b                   8.9482(4)
_cell_length_c                   9.1287(4)
_cell_measurement_reflns_used    6767
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      26.41
_cell_measurement_theta_min      2.99
_cell_volume                     654.76(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            14982
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.448
_diffrn_reflns_theta_min         2.860
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             258
_exptl_crystal_size_max          0.81
_exptl_crystal_size_mid          0.69
_exptl_crystal_size_min          0.59
_exptl_transmission_factor_max   0.949
_exptl_transmission_factor_min   0.933
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2683
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0467
_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)+(0.0567P)²+0.1503P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1123
_refine_ls_wR_factor_ref         0.1228
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2160
_reflns_number_total             2683
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj02564b2.cif
_cod_data_source_block           ajtr2_a
_cod_depositor_comments          'Adding full bibliography for 7058601.cif.'
_cod_database_code               7058601
_shelx_shelxl_version_number     2018/3
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
O1 O 0.30132(13) 0.28262(13) 0.66296(12) 0.0448(3) Uani 1 1 d . .
O2 O 0.85059(12) 0.21078(13) 0.33544(11) 0.0434(3) Uani 1 1 d . .
O3 O 0.36934(13) 0.17320(14) 0.19364(12) 0.0477(3) Uani 1 1 d . .
C12 C 0.60414(16) 0.03439(16) 0.39209(14) 0.0316(3) Uani 1 1 d . .
C16 C 0.38250(16) 0.07702(16) 0.52091(15) 0.0317(3) Uani 1 1 d . .
C11 C 0.48878(16) 0.11333(16) 0.41424(15) 0.0315(3) Uani 1 1 d . .
C20 C 0.48495(18) 0.24277(18) 0.32793(16) 0.0378(3) Uani 1 1 d . .
H20A H 0.453858 0.325127 0.389642 0.045 Uiso 1 1 calc R U
H20B H 0.593397 0.292783 0.302714 0.045 Uiso 1 1 calc R U
C17 C 0.71365(17) 0.06902(18) 0.27252(15) 0.0363(3) Uani 1 1 d . .
H17A H 0.751412 -0.020926 0.240525 0.044 Uiso 1 1 calc R U
H17B H 0.653333 0.085458 0.185869 0.044 Uiso 1 1 calc R U
C10 C 0.24869(17) 0.15069(18) 0.53805(16) 0.0366(3) Uani 1 1 d . .
H10A H 0.224906 0.187349 0.447472 0.044 Uiso 1 1 calc R U
H10B H 0.149088 0.070882 0.553560 0.044 Uiso 1 1 calc R U
C5 C 0.95790(19) 0.2533(2) 0.22897(18) 0.0444(4) Uani 1 1 d . .
H5A H 0.897281 0.263676 0.139303 0.053 Uiso 1 1 calc R U
H5B H 1.006156 0.170217 0.200861 0.053 Uiso 1 1 calc R U
C4 C 1.08655(19) 0.4053(2) 0.29501(18) 0.0440(4) Uani 1 1 d . .
C6 C 0.0420(2) 0.2311(2) 0.75759(18) 0.0439(4) Uani 1 1 d . .
C7 C 0.1721(2) 0.3438(2) 0.6983(2) 0.0505(4) Uani 1 1 d . .
H7A H 0.124730 0.367001 0.608454 0.061 Uiso 1 1 calc R U
H7B H 0.217633 0.443959 0.772015 0.061 Uiso 1 1 calc R U
C1 C -0.0635(2) 0.1391(2) 0.8017(2) 0.0551(5) Uani 1 1 d . .
H1 H -0.147178 0.066066 0.836611 0.066 Uiso 1 1 calc R U
C8 C 0.5240(2) 0.2969(2) 0.01379(18) 0.0512(4) Uani 1 1 d . .
C9 C 0.3832(2) 0.2825(2) 0.0937(2) 0.0545(5) Uani 1 1 d . .
H9A H 0.393002 0.387701 0.150856 0.065 Uiso 1 1 calc R U
H9B H 0.283803 0.245637 0.021434 0.065 Uiso 1 1 calc R U
C3 C 1.1879(3) 0.5281(2) 0.3484(2) 0.0658(5) Uani 1 1 d . .
H3 H 1.268772 0.626120 0.391018 0.079 Uiso 1 1 calc R U
C2 C 0.6350(3) 0.3082(3) -0.0523(2) 0.0748(6) Uani 1 1 d . .
H2 H 0.723816 0.317216 -0.105165 0.090 Uiso 1 1 calc R U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
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
C10 O1 C7 112.03(12) . .
C5 O2 C17 111.37(11) . .
C20 O3 C9 111.96(12) . .
C11 C12 C16 120.47(12) . 2_656
C11 C12 C17 119.56(12) . .
C16 C12 C17 119.96(12) 2_656 .
C12 C16 C11 119.70(12) 2_656 .
C12 C16 C10 119.56(12) 2_656 .
C11 C16 C10 120.68(12) . .
C12 C11 C16 119.80(12) . .
C12 C11 C20 119.78(12) . .
C16 C11 C20 120.36(12) . .
O3 C20 C11 109.62(12) . .
O3 C20 H20A 109.7 . .
C11 C20 H20A 109.7 . .
O3 C20 H20B 109.7 . .
C11 C20 H20B 109.7 . .
H20A C20 H20B 108.2 . .
O2 C17 C12 107.89(11) . .
O2 C17 H17A 110.1 . .
C12 C17 H17A 110.1 . .
O2 C17 H17B 110.1 . .
C12 C17 H17B 110.1 . .
H17A C17 H17B 108.4 . .
O1 C10 C16 109.22(11) . .
O1 C10 H10A 109.8 . .
C16 C10 H10A 109.8 . .
O1 C10 H10B 109.8 . .
C16 C10 H10B 109.8 . .
H10A C10 H10B 108.3 . .
O2 C5 C4 108.85(13) . .
O2 C5 H5A 109.9 . .
C4 C5 H5A 109.9 . .
O2 C5 H5B 109.9 . .
C4 C5 H5B 109.9 . .
H5A C5 H5B 108.3 . .
C3 C4 C5 179.01(19) . .
C1 C6 C7 178.45(19) . .
O1 C7 C6 112.63(13) . .
O1 C7 H7A 109.1 . .
C6 C7 H7A 109.1 . .
O1 C7 H7B 109.1 . .
C6 C7 H7B 109.1 . .
H7A C7 H7B 107.8 . .
C6 C1 H1 180.0 . .
C2 C8 C9 178.91(19) . .
O3 C9 C8 112.54(14) . .
O3 C9 H9A 109.1 . .
C8 C9 H9A 109.1 . .
O3 C9 H9B 109.1 . .
C8 C9 H9B 109.1 . .
H9A C9 H9B 107.8 . .
C4 C3 H3 180.0 . .
C8 C2 H2 180.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C10 1.4216(18) .
O1 C7 1.4281(19) .
O2 C5 1.4152(17) .
O2 C17 1.4288(18) .
O3 C20 1.4290(18) .
O3 C9 1.4319(18) .
C12 C11 1.402(2) .
C12 C16 1.4017(19) 2_656
C12 C17 1.5115(18) .
C16 C11 1.4021(18) .
C16 C10 1.5085(19) .
C11 C20 1.5146(18) .
C20 H20A 0.9700 .
C20 H20B 0.9700 .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C5 C4 1.454(2) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C4 C3 1.165(3) .
C6 C1 1.172(2) .
C6 C7 1.466(2) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C1 H1 0.9300 .
C8 C2 1.163(3) .
C8 C9 1.453(2) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C3 H3 0.9300 .
C2 H2 0.9300 .
