#------------------------------------------------------------------------------
#$Date: 2019-05-17 03:35:09 +0300 (Fri, 17 May 2019) $
#$Revision: 215224 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/34/7123480.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_7123480
loop_
_publ_author_name
'Lopez-Leonardo, Carmen'
'Martinez-Cuezva, Alberto'
'Bautista, Delia'
'Alajarin, Mateo'
'Berna, Jose'
_publ_section_title
;
 Homo and heteroassembly of amide-based [2]rotaxanes using
 α,α’-dimethyl-p-xylylenediamines
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC02701G
_journal_year                    2019
_chemical_formula_sum            'C44 H60 N4 O8 S4'
_chemical_formula_weight         901.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/1
_audit_update_record
;
2019-04-01 deposited with the CCDC.    2019-05-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.251(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.9332(6)
_cell_length_b                   17.8759(13)
_cell_length_c                   15.1341(10)
_cell_measurement_reflns_used    9407
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.0
_cell_measurement_theta_min      2.27
_cell_volume                     2342.4(3)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc.)'
_computing_data_collection       'APEX3 2017.3 (Bruker AXS Inc.)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc.)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω-scans and phi scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5488
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.076
_diffrn_reflns_theta_min         1.796
_diffrn_source                   'high brilliance microfocus sealed tube '
_exptl_absorpt_coefficient_mu    0.257
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6659
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'TWINABS version 2012/1'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_description       needle
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         5488
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.129
_refine_ls_R_factor_all          0.0660
_refine_ls_R_factor_gt           0.0518
_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)+(0.0203P)²+2.9094P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0958
_refine_ls_wR_factor_ref         0.1009
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4860
_reflns_number_total             5488
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9cc02701g2.cif
_cod_data_source_block           ccl_165_twin_a
_cod_database_code               7123480
_shelx_shelxl_version_number     2018/1
_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.
;
_shelx_estimated_absorpt_t_min   0.922
_shelx_estimated_absorpt_t_max   0.980
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
N1 N -0.1012(3) 0.51045(12) 0.16177(15) 0.0183(5) Uani 1 1 d D .
H01 H -0.027(3) 0.5282(14) 0.1463(17) 0.009(7) Uiso 1 1 d D .
C1 C -0.0841(3) 0.45827(14) 0.22730(16) 0.0170(5) Uani 1 1 d . .
O1 O -0.1938(2) 0.43505(11) 0.25471(12) 0.0230(4) Uani 1 1 d . .
C2 C 0.0763(3) 0.42788(14) 0.26678(16) 0.0159(5) Uani 1 1 d . .
C3 C 0.2049(3) 0.44397(14) 0.23355(17) 0.0184(5) Uani 1 1 d . .
H3 H 0.195454 0.475933 0.182321 0.022 Uiso 1 1 calc R U
C4 C 0.3472(3) 0.41290(14) 0.27592(17) 0.0193(5) Uani 1 1 d . .
H4 H 0.434579 0.423292 0.252661 0.023 Uiso 1 1 calc R U
C5 C 0.3636(3) 0.36699(14) 0.35154(16) 0.0164(5) Uani 1 1 d . .
H5 H 0.461679 0.346500 0.380195 0.020 Uiso 1 1 calc R U
C6 C 0.2353(3) 0.35109(13) 0.38528(16) 0.0149(5) Uani 1 1 d . .
C7 C 0.0931(3) 0.38074(13) 0.34165(16) 0.0159(5) Uani 1 1 d . .
H7 H 0.004951 0.368580 0.363388 0.019 Uiso 1 1 calc R U
C8 C 0.2398(3) 0.30257(14) 0.46749(16) 0.0161(5) Uani 1 1 d . .
O2 O 0.1186(2) 0.27954(11) 0.48220(13) 0.0254(4) Uani 1 1 d . .
N2 N 0.3784(3) 0.28733(12) 0.52258(14) 0.0165(4) Uani 1 1 d D .
H02 H 0.458(2) 0.3103(14) 0.5181(18) 0.012(7) Uiso 1 1 d D .
C9 C 0.3911(3) 0.24763(14) 0.60936(16) 0.0159(5) Uani 1 1 d . .
H9 H 0.311943 0.206881 0.598810 0.019 Uiso 1 1 calc R U
C10 C 0.3579(3) 0.30060(13) 0.68118(16) 0.0152(5) Uani 1 1 d . .
C11 C 0.4497(3) 0.36352(15) 0.70840(17) 0.0193(5) Uani 1 1 d . .
H11 H 0.535250 0.372907 0.683099 0.023 Uiso 1 1 calc R U
C12 C 0.4171(3) 0.41252(14) 0.77216(17) 0.0194(5) Uani 1 1 d . .
H12 H 0.480799 0.455170 0.790143 0.023 Uiso 1 1 calc R U
C13 C 0.2930(3) 0.40018(14) 0.81001(16) 0.0165(5) Uani 1 1 d . .
C14 C 0.2027(3) 0.33678(14) 0.78357(17) 0.0191(5) Uani 1 1 d . .
H14 H 0.117986 0.327095 0.809501 0.023 Uiso 1 1 calc R U
C15 C 0.2347(3) 0.28761(14) 0.71990(17) 0.0177(5) Uani 1 1 d . .
H15 H 0.171847 0.244621 0.702583 0.021 Uiso 1 1 calc R U
C16 C 0.2538(3) 0.45660(15) 0.87657(17) 0.0192(5) Uani 1 1 d . .
H16 H 0.332007 0.497710 0.885492 0.023 Uiso 1 1 calc R U
C33 C 0.5507(3) 0.21168(14) 0.63863(17) 0.0197(5) Uani 1 1 d . .
H33A H 0.563150 0.175454 0.592371 0.030 Uiso 1 1 calc R U
H33B H 0.561085 0.186032 0.697067 0.030 Uiso 1 1 calc R U
H33C H 0.630159 0.250471 0.645243 0.030 Uiso 1 1 calc R U
C34 C 0.2588(4) 0.42245(16) 0.96964(17) 0.0259(6) Uani 1 1 d . .
H34A H 0.235788 0.461139 1.010235 0.039 Uiso 1 1 calc R U
H34B H 0.361957 0.401907 0.995753 0.039 Uiso 1 1 calc R U
H34C H 0.181986 0.382358 0.962727 0.039 Uiso 1 1 calc R U
S1 S 0.76524(9) 0.36103(4) 0.94169(5) 0.02896(17) Uani 1 1 d . .
O91 O 0.8525(3) 0.41128(14) 0.89537(19) 0.0554(7) Uani 1 1 d . .
C91 C 0.7546(5) 0.2735(2) 0.8854(3) 0.0570(12) Uani 1 1 d . .
H91A H 0.687846 0.277959 0.823715 0.085 Uiso 1 1 calc R U
H91B H 0.711790 0.235918 0.919543 0.085 Uiso 1 1 calc R U
H91C H 0.858321 0.258115 0.881956 0.085 Uiso 1 1 calc R U
C92 C 0.8945(4) 0.3324(2) 1.0457(2) 0.0399(8) Uani 1 1 d . .
H92A H 0.988460 0.311622 1.032812 0.060 Uiso 1 1 calc R U
H92B H 0.844727 0.294204 1.075145 0.060 Uiso 1 1 calc R U
H92C H 0.921534 0.375634 1.086324 0.060 Uiso 1 1 calc R U
S2 S 0.73260(8) 0.43384(4) 0.55383(5) 0.02271(15) Uani 1 1 d . .
O92 O 0.6676(2) 0.35690(12) 0.52849(14) 0.0314(5) Uani 1 1 d . .
C93 C 0.9373(3) 0.42219(17) 0.5768(2) 0.0278(6) Uani 1 1 d . .
H93A H 0.973813 0.394269 0.633798 0.042 Uiso 1 1 calc R U
H93B H 0.987170 0.471393 0.582589 0.042 Uiso 1 1 calc R U
H93C H 0.963226 0.394512 0.526690 0.042 Uiso 1 1 calc R U
C94 C 0.7029(3) 0.48515(16) 0.44945(19) 0.0262(6) Uani 1 1 d . .
H94A H 0.745832 0.456969 0.405861 0.039 Uiso 1 1 calc R U
H94B H 0.754669 0.533778 0.461231 0.039 Uiso 1 1 calc R U
H94C H 0.592025 0.492816 0.424083 0.039 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'
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'
S S 0.1246 0.1234 '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
C1 N1 C16 119.8(2) . 3_566
C1 N1 H01 122(2) . .
C16 N1 H01 117.9(19) 3_566 .
O1 C1 N1 122.0(2) . .
O1 C1 C2 120.2(2) . .
N1 C1 C2 117.8(2) . .
C7 C2 C3 119.1(2) . .
C7 C2 C1 116.2(2) . .
C3 C2 C1 124.7(2) . .
C4 C3 C2 119.5(2) . .
C4 C3 H3 120.2 . .
C2 C3 H3 120.2 . .
C5 C4 C3 121.0(2) . .
C5 C4 H4 119.5 . .
C3 C4 H4 119.5 . .
C4 C5 C6 119.6(2) . .
C4 C5 H5 120.2 . .
C6 C5 H5 120.2 . .
C7 C6 C5 119.2(2) . .
C7 C6 C8 116.6(2) . .
C5 C6 C8 124.2(2) . .
C6 C7 C2 121.5(2) . .
C6 C7 H7 119.2 . .
C2 C7 H7 119.2 . .
O2 C8 N2 122.7(2) . .
O2 C8 C6 119.7(2) . .
N2 C8 C6 117.6(2) . .
C8 N2 C9 120.6(2) . .
C8 N2 H02 121.5(19) . .
C9 N2 H02 115.4(19) . .
N2 C9 C10 110.5(2) . .
N2 C9 C33 108.8(2) . .
C10 C9 C33 112.7(2) . .
N2 C9 H9 108.2 . .
C10 C9 H9 108.2 . .
C33 C9 H9 108.2 . .
C15 C10 C11 118.7(2) . .
C15 C10 C9 120.7(2) . .
C11 C10 C9 120.6(2) . .
C12 C11 C10 120.4(2) . .
C12 C11 H11 119.8 . .
C10 C11 H11 119.8 . .
C13 C12 C11 120.9(2) . .
C13 C12 H12 119.5 . .
C11 C12 H12 119.5 . .
C12 C13 C14 118.5(2) . .
C12 C13 C16 120.3(2) . .
C14 C13 C16 121.1(2) . .
C15 C14 C13 120.8(2) . .
C15 C14 H14 119.6 . .
C13 C14 H14 119.6 . .
C14 C15 C10 120.6(2) . .
C14 C15 H15 119.7 . .
C10 C15 H15 119.7 . .
N1 C16 C34 109.8(2) 3_566 .
N1 C16 C13 110.3(2) 3_566 .
C34 C16 C13 112.7(2) . .
N1 C16 H16 108.0 3_566 .
C34 C16 H16 108.0 . .
C13 C16 H16 108.0 . .
C9 C33 H33A 109.5 . .
C9 C33 H33B 109.5 . .
H33A C33 H33B 109.5 . .
C9 C33 H33C 109.5 . .
H33A C33 H33C 109.5 . .
H33B C33 H33C 109.5 . .
C16 C34 H34A 109.5 . .
C16 C34 H34B 109.5 . .
H34A C34 H34B 109.5 . .
C16 C34 H34C 109.5 . .
H34A C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
O91 S1 C91 106.4(2) . .
O91 S1 C92 106.92(17) . .
C91 S1 C92 96.72(16) . .
S1 C91 H91A 109.5 . .
S1 C91 H91B 109.5 . .
H91A C91 H91B 109.5 . .
S1 C91 H91C 109.5 . .
H91A C91 H91C 109.5 . .
H91B C91 H91C 109.5 . .
S1 C92 H92A 109.5 . .
S1 C92 H92B 109.5 . .
H92A C92 H92B 109.5 . .
S1 C92 H92C 109.5 . .
H92A C92 H92C 109.5 . .
H92B C92 H92C 109.5 . .
O92 S2 C93 104.79(13) . .
O92 S2 C94 106.23(13) . .
C93 S2 C94 98.84(14) . .
S2 C93 H93A 109.5 . .
S2 C93 H93B 109.5 . .
H93A C93 H93B 109.5 . .
S2 C93 H93C 109.5 . .
H93A C93 H93C 109.5 . .
H93B C93 H93C 109.5 . .
S2 C94 H94A 109.5 . .
S2 C94 H94B 109.5 . .
H94A C94 H94B 109.5 . .
S2 C94 H94C 109.5 . .
H94A C94 H94C 109.5 . .
H94B C94 H94C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.343(3) .
N1 C16 1.467(3) 3_566
N1 H01 0.816(17) .
C1 O1 1.227(3) .
C1 C2 1.511(3) .
C2 C7 1.390(3) .
C2 C3 1.393(4) .
C3 C4 1.391(4) .
C3 H3 0.9500 .
C4 C5 1.386(3) .
C4 H4 0.9500 .
C5 C6 1.394(4) .
C5 H5 0.9500 .
C6 C7 1.385(4) .
C6 C8 1.509(3) .
C7 H7 0.9500 .
C8 O2 1.229(3) .
C8 N2 1.339(3) .
N2 C9 1.473(3) .
N2 H02 0.837(17) .
C9 C10 1.525(3) .
C9 C33 1.527(3) .
C9 H9 1.0000 .
C10 C15 1.388(4) .
C10 C11 1.393(4) .
C11 C12 1.386(4) .
C11 H11 0.9500 .
C12 C13 1.385(4) .
C12 H12 0.9500 .
C13 C14 1.392(4) .
C13 C16 1.526(3) .
C14 C15 1.385(4) .
C14 H14 0.9500 .
C15 H15 0.9500 .
C16 C34 1.526(3) .
C16 H16 1.0000 .
C33 H33A 0.9800 .
C33 H33B 0.9800 .
C33 H33C 0.9800 .
C34 H34A 0.9800 .
C34 H34B 0.9800 .
C34 H34C 0.9800 .
S1 O91 1.475(2) .
S1 C91 1.773(4) .
S1 C92 1.783(3) .
C91 H91A 0.9800 .
C91 H91B 0.9800 .
C91 H91C 0.9800 .
C92 H92A 0.9800 .
C92 H92B 0.9800 .
C92 H92C 0.9800 .
S2 O92 1.506(2) .
S2 C93 1.788(3) .
S2 C94 1.789(3) .
C93 H93A 0.9800 .
C93 H93B 0.9800 .
C93 H93C 0.9800 .
C94 H94A 0.9800 .
C94 H94B 0.9800 .
C94 H94C 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
_geom_hbond_publ_flag
N1 H01 O91 0.816(17) 2.120(18) 2.931(3) 172(3) 3_666 yes
N2 H02 O92 0.837(17) 2.021(18) 2.848(3) 170(3) . yes
C91 H91B O92 0.98 2.44 3.399(5) 166.2 4_566 yes
C91 H91C O2 0.98 2.53 3.358(5) 141.5 4_666 yes
C92 H92A O2 0.98 2.24 3.144(4) 152.2 4_666 yes
C94 H94A O1 0.98 2.51 3.417(3) 154.5 1_655 yes
