#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:44:55 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180194 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/90/7109060.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_7109060
loop_
_publ_author_name
'Piotr P. Cholewa'
'Christine M. Beavers'
'Simon J. Teat'
'Scott J. Dalgarno'
_publ_section_title
;
 Directed assembly via selectively positioned host functionality
;
_journal_name_full               Chem.Commun.
_journal_page_first              3203
_journal_paper_doi               10.1039/c3cc40564h
_journal_volume                  49
_journal_year                    2013
_chemical_formula_sum            'C41 H47 N O9'
_chemical_formula_weight         697.80
_chemical_name_common            DiOBuDMF
_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                 94.064(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.4651(9)
_cell_length_b                   21.2583(18)
_cell_length_c                   15.0509(13)
_cell_measurement_reflns_used    3711
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.82
_cell_measurement_theta_min      2.35
_cell_volume                     3659.1(5)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'Apex II'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'XSeed (Barbour, 2001)'
_computing_publication_material  'local program'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker X8 Apex II CCD Diffractometer'
_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  0.0388
_diffrn_reflns_av_sigmaI/netI    0.0395
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15103
_diffrn_reflns_theta_full        26.02
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         2.35
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.9738
_exptl_absorpt_correction_T_min  0.9611
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Bruker-SADABS
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.666
_refine_diff_density_min         -0.837
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         3600
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0763
_refine_ls_R_factor_gt           0.0509
_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)+(0.0705P)²+4.7650P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1301
_refine_ls_wR_factor_ref         0.1460
_reflns_number_gt                2632
_reflns_number_total             3600
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3cc40564h.txt
_cod_data_source_block           DiOBuDMF
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7109060
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
O1 O 0.12524(13) 0.26643(7) 0.32334(10) 0.0263(4) Uani 1 1 d .
H1O H 0.0584 0.2663 0.3428 0.032 Uiso 1 1 calc R
C1 C 0.16654(17) 0.19095(10) 0.44213(13) 0.0202(4) Uani 1 1 d .
O2 O 0.09380(12) 0.27938(6) 0.12908(9) 0.0196(3) Uani 1 1 d .
C2 C 0.23717(18) 0.14159(9) 0.47361(13) 0.0207(4) Uani 1 1 d .
H2 H 0.2225 0.1221 0.5285 0.025 Uiso 1 1 calc R
O3 O 0.37007(13) 0.03740(7) 0.52586(10) 0.0291(4) Uani 1 1 d .
H3O H 0.4173 0.0082 0.5396 0.035 Uiso 1 1 calc R
C3 C 0.32929(18) 0.12006(9) 0.42602(13) 0.0208(5) Uani 1 1 d .
O4 O 0.49324(13) 0.05309(7) 0.41908(10) 0.0293(4) Uani 1 1 d .
C4 C 0.35103(18) 0.14866(10) 0.34542(13) 0.0211(4) Uani 1 1 d .
H4 H 0.4148 0.1345 0.3137 0.025 Uiso 1 1 calc R
C5 C 0.28169(17) 0.19713(10) 0.31085(13) 0.0204(4) Uani 1 1 d .
C6 C 0.18865(18) 0.21814(9) 0.35978(14) 0.0205(4) Uani 1 1 d .
C7 C 0.30008(18) 0.22471(10) 0.21972(14) 0.0232(5) Uani 1 1 d .
H7A H 0.2798 0.2700 0.2193 0.028 Uiso 1 1 calc R
H7B H 0.3835 0.2208 0.2075 0.028 Uiso 1 1 calc R
C8 C 0.22522(18) 0.19113(10) 0.14731(13) 0.0214(5) Uani 1 1 d .
C9 C 0.2524(2) 0.12944(10) 0.12344(14) 0.0260(5) Uani 1 1 d .
H9 H 0.3202 0.1097 0.1506 0.031 Uiso 1 1 calc R
C10 C 0.1815(2) 0.09678(10) 0.06054(15) 0.0281(5) Uani 1 1 d .
H10 H 0.2018 0.0552 0.0443 0.034 Uiso 1 1 calc R
C11 C 0.08147(19) 0.12438(10) 0.02154(14) 0.0238(5) Uani 1 1 d .
H11 H 0.0332 0.1015 -0.0210 0.029 Uiso 1 1 calc R
C12 C 0.05038(18) 0.18576(9) 0.04393(13) 0.0209(4) Uani 1 1 d .
C13 C 0.12468(18) 0.21832(9) 0.10533(13) 0.0190(4) Uani 1 1 d .
C14 C -0.06488(18) 0.21309(10) 0.00604(13) 0.0214(5) Uani 1 1 d .
H14A H -0.0787 0.2003 -0.0571 0.026 Uiso 1 1 calc R
H14B H -0.0606 0.2596 0.0081 0.026 Uiso 1 1 calc R
C15 C 0.40344(18) 0.06669(10) 0.45908(13) 0.0206(4) Uani 1 1 d .
C16 C 0.14317(19) 0.32863(9) 0.07598(14) 0.0232(5) Uani 1 1 d .
H16A H 0.1036 0.3291 0.0154 0.028 Uiso 1 1 calc R
H16B H 0.2275 0.3208 0.0707 0.028 Uiso 1 1 calc R
C17 C 0.1261(2) 0.39104(10) 0.12139(14) 0.0259(5) Uani 1 1 d .
H17A H 0.0424 0.3954 0.1326 0.031 Uiso 1 1 calc R
H17B H 0.1455 0.4251 0.0801 0.031 Uiso 1 1 calc R
C18 C 0.1985(2) 0.40017(11) 0.20886(16) 0.0360(6) Uani 1 1 d .
H18A H 0.2816 0.3914 0.1996 0.043 Uiso 1 1 calc R
H18B H 0.1727 0.3695 0.2529 0.043 Uiso 1 1 calc R
C19 C 0.1881(3) 0.46663(12) 0.24640(18) 0.0466(7) Uani 1 1 d .
H19A H 0.2144 0.4972 0.2034 0.070 Uiso 1 1 calc R
H19B H 0.2369 0.4701 0.3023 0.070 Uiso 1 1 calc R
H19C H 0.1064 0.4751 0.2575 0.070 Uiso 1 1 calc R
N1 N 0.0000 0.02015(15) 0.2500 0.0481(5) Uani 1 2 d S
C20 C 0.0000 0.08669(18) 0.2500 0.0481(5) Uani 1 2 d S
H20A H -0.0075 0.1021 0.3107 0.072 Uiso 0.50 1 calc PR
H20B H -0.0659 0.1021 0.2109 0.072 Uiso 0.50 1 calc PR
H20C H 0.0734 0.1021 0.2283 0.072 Uiso 0.50 1 calc PR
C21 C -0.0387(6) -0.0026(3) 0.1641(4) 0.0481(5) Uani 0.50 1 d P
H21A H 0.0249 0.0009 0.1242 0.072 Uiso 0.50 1 calc PR
H21B H -0.1058 0.0223 0.1404 0.072 Uiso 0.50 1 calc PR
H21C H -0.0619 -0.0468 0.1686 0.072 Uiso 0.50 1 calc PR
O5 O -0.0311(4) -0.07444(17) 0.3223(2) 0.0481(5) Uani 0.50 1 d P
C23 C -0.0091(6) -0.0203(3) 0.3239(4) 0.0481(5) Uani 0.50 1 d P
H23 H 0.0040 -0.0017 0.3812 0.058 Uiso 0.50 1 calc PR
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_1
_geom_angle_site_symmetry_3
C2 C1 C6 118.31(18) . .
C2 C1 C14 120.53(18) . 2
C6 C1 C14 121.12(18) . 2
C13 O2 C16 114.32(14) . .
C1 C2 C3 121.16(19) . .
C2 C3 C4 119.47(19) . .
C2 C3 C15 121.06(18) . .
C4 C3 C15 119.47(18) . .
C5 C4 C3 121.30(19) . .
C4 C5 C6 118.43(18) . .
C4 C5 C7 121.00(18) . .
C6 C5 C7 120.47(18) . .
O1 C6 C1 122.98(18) . .
O1 C6 C5 115.69(17) . .
C1 C6 C5 121.32(19) . .
C8 C7 C5 111.05(16) . .
C13 C8 C9 117.5(2) . .
C13 C8 C7 122.41(18) . .
C9 C8 C7 119.99(19) . .
C10 C9 C8 120.8(2) . .
C11 C10 C9 120.4(2) . .
C10 C11 C12 120.8(2) . .
C13 C12 C11 117.89(19) . .
C13 C12 C14 122.24(18) . .
C11 C12 C14 119.75(19) . .
C12 C13 O2 118.42(18) . .
C12 C13 C8 122.59(19) . .
O2 C13 C8 118.90(18) . .
C12 C14 C1 111.54(16) . 2
O4 C15 O3 124.70(19) . .
O4 C15 C3 118.87(18) . .
O3 C15 C3 116.43(18) . .
O2 C16 C17 108.37(16) . .
C16 C17 C18 115.10(19) . .
C17 C18 C19 112.7(2) . .
C20 N1 C23 127.4(3) . 2
C20 N1 C23 127.4(3) . .
C23 N1 C23 105.2(5) 2 .
C20 N1 C21 109.9(3) . .
C23 N1 C21 27.7(3) 2 .
C23 N1 C21 118.2(4) . .
C20 N1 C21 109.9(3) . 2
C23 N1 C21 118.2(4) 2 2
C23 N1 C21 27.7(3) . 2
C21 N1 C21 140.2(5) . 2
O5 C23 N1 127.2(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C6 1.352(2) .
C1 C2 1.388(3) .
C1 C6 1.407(3) .
C1 C14 1.522(3) 2
O2 C13 1.398(2) .
O2 C16 1.456(2) .
C2 C3 1.395(3) .
O3 C15 1.264(2) .
C3 C4 1.395(3) .
C3 C15 1.482(3) .
O4 C15 1.263(2) .
C4 C5 1.380(3) .
C5 C6 1.411(3) .
C5 C7 1.520(3) .
C7 C8 1.517(3) .
C8 C13 1.400(3) .
C8 C9 1.401(3) .
C9 C10 1.390(3) .
C10 C11 1.381(3) .
C11 C12 1.400(3) .
C12 C13 1.395(3) .
C12 C14 1.517(3) .
C14 C1 1.522(3) 2
C16 C17 1.511(3) .
C17 C18 1.518(3) .
C18 C19 1.529(3) .
N1 C20 1.414(5) .
N1 C23 1.416(6) 2
N1 C23 1.416(6) .
N1 C21 1.422(6) .
N1 C21 1.422(6) 2
O5 C23 1.178(7) .
