#------------------------------------------------------------------------------
#$Date: 2020-11-04 03:32:57 +0200 (Wed, 04 Nov 2020) $
#$Revision: 258719 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/92/1559237.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_1559237
loop_
_publ_author_name
'Safaie, Niloofar'
'Rawal, Bandana'
'Ohno, Kohji'
'Ferrier, Robert C.'
_publ_section_title
;
 Aluminum-Based Initiators from Thiols for Epoxide Polymerizations
;
_journal_issue                   19
_journal_name_full               Macromolecules
_journal_page_first              8181
_journal_page_last               8191
_journal_paper_doi               10.1021/acs.macromol.0c00464
_journal_volume                  53
_journal_year                    2020
_chemical_formula_moiety         'C14 H30 Al2 S2'
_chemical_formula_sum            'C14 H30 Al2 S2'
_chemical_formula_weight         316.46
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-08-08
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 105.557(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.3362(6)
_cell_length_b                   7.5154(6)
_cell_length_c                   13.7022(8)
_cell_measurement_reflns_used    2517
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      71.82
_cell_measurement_theta_min      5.15
_cell_volume                     926.20(11)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'COSMO (BRUKER, V1.61, 2009)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
'SHELXL (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_computing_structure_solution
'SHELXT (Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 8.36
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_unetI/netI     0.0471
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6492
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.150
_diffrn_reflns_theta_min         5.155
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.381
_exptl_absorpt_correction_T_max  0.7535
_exptl_absorpt_correction_T_min  0.5576
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1184 before and 0.0538 after correction. The Ratio of minimum to maximum transmission is 0.7400. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.135
_exptl_crystal_description       needle
_exptl_crystal_F_000             344
_exptl_crystal_preparation
'Crystal mounted in glove bag(cold stage), frozen in liquid nitrogen and transferred to diffractometer.'
_exptl_crystal_recrystallization_method 'used as received'
_exptl_crystal_size_max          0.468
_exptl_crystal_size_mid          0.102
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.468
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     84
_refine_ls_number_reflns         1805
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0601
_refine_ls_R_factor_gt           0.0456
_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)+(0.0757P)²+0.0998P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1168
_refine_ls_wR_factor_ref         0.1248
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1420
_reflns_number_total             1805
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ma0c00464_si_002.cif
_cod_data_source_block           rf819c
_cod_depositor_comments
'Adding full bibliography for 1559235--1559237.cif.'
_cod_database_code               1559237
_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.
;
_shelx_estimated_absorpt_t_max   0.823
_shelx_estimated_absorpt_t_min   0.301
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C)
;
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a nylon loop with paratone oil'
_olex2_submission_original_sample_id NS-I-75
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.52624(7) 0.27294(9) 0.49016(4) 0.0333(2) Uani 1 1 d . . . . .
Al1 Al 0.35241(8) 0.48890(11) 0.40827(5) 0.0321(2) Uani 1 1 d . . . . .
C1 C 0.6438(3) 0.2143(4) 0.40660(18) 0.0341(6) Uani 1 1 d . . . . .
H1 H 0.681423 0.325157 0.381516 0.041 Uiso 1 1 calc R . . . .
C2 C 0.5613(3) 0.1001(4) 0.3166(2) 0.0452(7) Uani 1 1 d . . . . .
H2A H 0.491627 0.017315 0.336510 0.054 Uiso 1 1 calc R . . . .
H2B H 0.504986 0.175505 0.260047 0.054 Uiso 1 1 calc R . . . .
C3 C 0.6844(4) -0.0014(5) 0.2869(3) 0.0625(10) Uani 1 1 d . . . . .
H3A H 0.653301 -0.125780 0.268985 0.075 Uiso 1 1 calc R . . . .
H3B H 0.707312 0.055534 0.227672 0.075 Uiso 1 1 calc R . . . .
C4 C 0.8195(4) 0.0030(5) 0.3776(3) 0.0573(9) Uani 1 1 d . . . . .
H4A H 0.852651 -0.119585 0.398729 0.069 Uiso 1 1 calc R . . . .
H4B H 0.902186 0.066852 0.360440 0.069 Uiso 1 1 calc R . . . .
C5 C 0.7751(3) 0.0975(4) 0.4615(2) 0.0476(7) Uani 1 1 d . . . . .
H5A H 0.858018 0.170989 0.501873 0.057 Uiso 1 1 calc R . . . .
H5B H 0.744875 0.011525 0.506999 0.057 Uiso 1 1 calc R . . . .
C6 C 0.3687(3) 0.5360(5) 0.27147(19) 0.0461(7) Uani 1 1 d . . . . .
H6A H 0.473829 0.545230 0.272589 0.069 Uiso 1 1 calc GR . . . .
H6B H 0.317988 0.647883 0.246690 0.069 Uiso 1 1 calc GR . . . .
H6C H 0.322451 0.438480 0.226507 0.069 Uiso 1 1 calc GR . . . .
C7 C 0.1672(3) 0.4322(4) 0.4413(2) 0.0430(7) Uani 1 1 d . . . . .
H7A H 0.126080 0.321651 0.407152 0.064 Uiso 1 1 calc GR . . . .
H7B H 0.095895 0.529230 0.418539 0.064 Uiso 1 1 calc GR . . . .
H7C H 0.186485 0.417327 0.514704 0.064 Uiso 1 1 calc GR . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Al Al 0.2130 0.2455 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
_geom_angle_publ_flag
Al1 S1 Al1 85.35(4) . 3_666 ?
C1 S1 Al1 106.04(9) . 3_666 ?
C1 S1 Al1 108.56(9) . . ?
S1 Al1 S1 94.65(4) . 3_666 ?
C6 Al1 S1 106.24(11) . 3_666 ?
C6 Al1 S1 111.16(10) . . ?
C7 Al1 S1 110.14(9) . 3_666 ?
C7 Al1 S1 106.25(10) . . ?
C7 Al1 C6 124.39(13) . . ?
S1 C1 H1 109.7 . . ?
C2 C1 S1 112.36(18) . . ?
C2 C1 H1 109.7 . . ?
C2 C1 C5 103.8(2) . . ?
C5 C1 S1 111.36(18) . . ?
C5 C1 H1 109.7 . . ?
C1 C2 H2A 110.9 . . ?
C1 C2 H2B 110.9 . . ?
H2A C2 H2B 108.9 . . ?
C3 C2 C1 104.1(2) . . ?
C3 C2 H2A 110.9 . . ?
C3 C2 H2B 110.9 . . ?
C2 C3 H3A 110.3 . . ?
C2 C3 H3B 110.3 . . ?
H3A C3 H3B 108.6 . . ?
C4 C3 C2 106.9(3) . . ?
C4 C3 H3A 110.3 . . ?
C4 C3 H3B 110.3 . . ?
C3 C4 H4A 110.2 . . ?
C3 C4 H4B 110.2 . . ?
H4A C4 H4B 108.5 . . ?
C5 C4 C3 107.4(3) . . ?
C5 C4 H4A 110.2 . . ?
C5 C4 H4B 110.2 . . ?
C1 C5 H5A 110.9 . . ?
C1 C5 H5B 110.9 . . ?
C4 C5 C1 104.1(2) . . ?
C4 C5 H5A 110.9 . . ?
C4 C5 H5B 110.9 . . ?
H5A C5 H5B 109.0 . . ?
Al1 C6 H6A 109.5 . . ?
Al1 C6 H6B 109.5 . . ?
Al1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
Al1 C7 H7A 109.5 . . ?
Al1 C7 H7B 109.5 . . ?
Al1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
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
S1 Al1 2.3559(10) . ?
S1 Al1 2.3618(11) 3_666 ?
S1 C1 1.840(2) . ?
Al1 C6 1.953(2) . ?
Al1 C7 1.948(3) . ?
C1 H1 1.0000 . ?
C1 C2 1.529(4) . ?
C1 C5 1.532(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.523(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.516(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.500(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C1 C2 C3 -155.0(2) . . . . ?
S1 C1 C5 C4 157.5(2) . . . . ?
Al1 S1 C1 C2 -73.3(2) . . . . ?
Al1 S1 C1 C2 -163.72(18) 3_666 . . . ?
Al1 S1 C1 C5 170.79(18) . . . . ?
Al1 S1 C1 C5 80.4(2) 3_666 . . . ?
C1 C2 C3 C4 19.9(4) . . . . ?
C2 C1 C5 C4 36.4(3) . . . . ?
C2 C3 C4 C5 2.7(4) . . . . ?
C3 C4 C5 C1 -24.2(4) . . . . ?
C5 C1 C2 C3 -34.6(3) . . . . ?
