#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/22/7222247.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_7222247
loop_
_publ_author_name
'Báthori, Nikoletta B.'
'Kilinkissa, Ornella E. Y.'
_publ_section_title
;
 Are gamma amino acids promising tools of crystal engineering? --
 Multicomponent crystals of baclofen
;
_journal_issue                   43
_journal_name_full               CrystEngComm
_journal_page_first              8264
_journal_paper_doi               10.1039/C5CE01383F
_journal_volume                  17
_journal_year                    2015
_chemical_formula_sum            'C20 H28 Cl N O6 S'
_chemical_formula_weight         445.94
_chemical_melting_point          443.0(10)
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-07-08 deposited with the CCDC.
2015-09-20 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.90(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.4900(11)
_cell_length_b                   13.400(3)
_cell_length_c                   28.910(6)
_cell_measurement_reflns_used    3301
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.83
_cell_measurement_theta_min      1.41
_cell_volume                     2126.5(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.934
_diffrn_measured_fraction_theta_max 0.934
_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  0.0573
_diffrn_reflns_av_sigmaI/netI    0.0721
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            14684
_diffrn_reflns_theta_full        28.83
_diffrn_reflns_theta_max         28.83
_diffrn_reflns_theta_min         1.41
_exptl_absorpt_coefficient_mu    0.315
_exptl_absorpt_correction_T_max  0.9844
_exptl_absorpt_correction_T_min  0.8485
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             944
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: isopropanol'
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       0.0033(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         5211
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.1152
_refine_ls_R_factor_gt           0.0680
_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)+(0.0318P)²+4.0855P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1291
_refine_ls_wR_factor_ref         0.1444
_reflns_number_gt                3301
_reflns_number_total             5211
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ce01383f2.cif
_cod_data_source_block           bactolsulfacid
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '442-444' was changed to '443.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 7222242--7222247.cif.
;
_cod_original_cell_volume        2126.5(7)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7222247
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.3800(3) 0.22261(8) 0.24028(4) 0.0613(4) Uani 1 1 d . . .
S1 S 0.01067(14) 0.96227(6) 0.06749(3) 0.02161(19) Uani 1 1 d . . .
O1 O -0.0473(4) 0.43017(17) 0.05193(9) 0.0359(6) Uani 1 1 d . . .
N1 N 0.4683(5) 0.13118(18) 0.00528(9) 0.0232(6) Uani 1 1 d . . .
H11A H 0.4577 0.1038 0.0340 0.035 Uiso 1 1 calc R . .
H11B H 0.5868 0.0995 -0.0108 0.035 Uiso 1 1 calc R . .
H11C H 0.3231 0.1243 -0.0100 0.035 Uiso 1 1 calc R . .
C1 C 0.3730(7) 0.2388(3) 0.18136(13) 0.0351(9) Uani 1 1 d . . .
H1 H 0.079(11) 0.595(5) 0.065(2) 0.12(2) Uiso 1 1 d . . .
O2 O 0.2174(5) 0.55317(17) 0.05695(9) 0.0340(6) Uani 1 1 d . . .
C2 C 0.5573(7) 0.2886(3) 0.15983(13) 0.0372(9) Uani 1 1 d . . .
H2 H 0.6926 0.3125 0.1775 0.045 Uiso 1 1 calc R . .
O3 O -0.0613(4) 0.86375(16) 0.05188(8) 0.0280(5) Uani 1 1 d . . .
C3 C 0.5474(6) 0.3040(3) 0.11349(12) 0.0296(8) Uani 1 1 d . . .
H3 H 0.6764 0.3383 0.0988 0.036 Uiso 1 1 calc R . .
O4 O -0.1310(4) 1.03936(17) 0.04689(8) 0.0290(5) Uani 1 1 d . . .
C4 C 0.3537(6) 0.2706(2) 0.08786(11) 0.0238(7) Uani 1 1 d . . .
O5 O 0.2682(4) 0.97595(17) 0.06274(8) 0.0268(5) Uani 1 1 d . . .
C5 C 0.1753(6) 0.2189(2) 0.11062(12) 0.0292(8) Uani 1 1 d . . .
H5 H 0.0410 0.1934 0.0932 0.035 Uiso 1 1 calc R . .
O6 O -0.1233(5) 0.67369(18) 0.08427(10) 0.0448(8) Uani 1 1 d . . .
C6 C 0.1835(7) 0.2031(3) 0.15677(13) 0.0345(9) Uani 1 1 d . . .
H6 H 0.0571 0.1674 0.1715 0.041 Uiso 1 1 calc R . .
C7 C 0.3354(6) 0.2917(2) 0.03723(11) 0.0226(7) Uani 1 1 d . . .
H7 H 0.1718 0.2688 0.0259 0.027 Uiso 1 1 calc R . .
C8 C 0.3572(6) 0.4027(2) 0.02699(12) 0.0263(8) Uani 1 1 d . . .
H8A H 0.5139 0.4277 0.0398 0.032 Uiso 1 1 calc R . .
H8B H 0.3580 0.4128 -0.0069 0.032 Uiso 1 1 calc R . .
C9 C 0.1548(6) 0.4611(2) 0.04694(11) 0.0246(7) Uani 1 1 d . . .
C10 C 0.5287(6) 0.2378(2) 0.00949(12) 0.0255(7) Uani 1 1 d . . .
H10A H 0.5387 0.2678 -0.0217 0.031 Uiso 1 1 calc R . .
H10B H 0.6895 0.2453 0.0251 0.031 Uiso 1 1 calc R . .
C11 C -0.0500(6) 0.9666(2) 0.12630(11) 0.0226(7) Uani 1 1 d . . .
C12 C -0.2627(6) 1.0077(2) 0.14227(12) 0.0282(8) Uani 1 1 d . . .
H12 H -0.3785 1.0347 0.1210 0.034 Uiso 1 1 calc R . .
C13 C -0.3079(7) 1.0097(3) 0.18851(12) 0.0316(8) Uani 1 1 d . . .
H13 H -0.4559 1.0381 0.1989 0.038 Uiso 1 1 calc R . .
C14 C -0.1467(7) 0.9723(3) 0.21988(12) 0.0314(8) Uani 1 1 d . . .
C15 C 0.0619(7) 0.9306(3) 0.20343(13) 0.0370(9) Uani 1 1 d . . .
H15 H 0.1766 0.9030 0.2248 0.044 Uiso 1 1 calc R . .
C16 C 0.1110(6) 0.9272(3) 0.15723(12) 0.0303(8) Uani 1 1 d . . .
H16 H 0.2573 0.8974 0.1469 0.036 Uiso 1 1 calc R . .
C17 C -0.1955(8) 0.9798(3) 0.27047(13) 0.0483(11) Uani 1 1 d . . .
H17A H -0.1616 1.0479 0.2811 0.072 Uiso 1 1 calc R . .
H17B H -0.0904 0.9328 0.2874 0.072 Uiso 1 1 calc R . .
H17C H -0.3666 0.9635 0.2760 0.072 Uiso 1 1 calc R . .
C18 C -0.4490(8) 0.7329(3) 0.13117(15) 0.0450(11) Uani 1 1 d . . .
C19 C -0.307(3) 0.6388(15) 0.1127(7) 0.023(9) Uiso 0.107(10) 1 d P A 2
H19 H -0.4096 0.5830 0.1001 0.028 Uiso 0.107(10) 1 calc PR A 2
H6A H -0.0980 0.7307 0.0791 0.046(12) Uiso 1 1 d R . .
H18A H -0.4252 0.8073 0.1211 0.059(13) Uiso 1 1 d R . .
H18B H -0.5005 0.7338 0.1643 0.073(15) Uiso 1 1 d R . .
H18C H -0.5760 0.6991 0.1095 0.071(15) Uiso 1 1 d R . .
C20 C -0.2239(9) 0.6723(3) 0.12947(17) 0.0400(14) Uani 0.893(10) 1 d P A 1
H20 H -0.1017 0.7018 0.1515 0.048 Uiso 0.893(10) 1 calc PR A 1
C21 C -0.126(8) 0.612(3) 0.1535(14) 0.044(12) Uiso 0.107(10) 1 d P A 2
H21A H -0.0701 0.5426 0.1498 0.066 Uiso 0.107(10) 1 calc PR A 2
H21B H -0.2095 0.6184 0.1831 0.066 Uiso 0.107(10) 1 calc PR A 2
H21C H 0.0142 0.6568 0.1530 0.066 Uiso 0.107(10) 1 calc PR A 2
C22 C -0.2652(11) 0.5669(3) 0.14288(18) 0.0497(17) Uani 0.893(10) 1 d P A 1
H22A H -0.3976 0.5389 0.1238 0.075 Uiso 0.893(10) 1 calc PR A 1
H22B H -0.3093 0.5638 0.1756 0.075 Uiso 0.893(10) 1 calc PR A 1
H22C H -0.1159 0.5284 0.1381 0.075 Uiso 0.893(10) 1 calc PR A 1
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'
Cl Cl 0.1484 0.1585 '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
O4 S1 O5 113.69(14)
O4 S1 O3 112.83(15)
O5 S1 O3 110.57(14)
O4 S1 C11 105.91(14)
O5 S1 C11 107.07(15)
O3 S1 C11 106.22(14)
C6 C1 C2 120.4(4)
C6 C1 Cl1 119.1(3)
C2 C1 Cl1 120.5(3)
C3 C2 C1 120.3(4)
C2 C3 C4 120.4(3)
C3 C4 C5 117.4(3)
C3 C4 C7 120.7(3)
C5 C4 C7 121.8(3)
C6 C5 C4 122.6(4)
C19 O6 C20 32.9(8)
C1 C6 C5 118.8(3)
C4 C7 C8 111.9(3)
C4 C7 C10 112.9(3)
C8 C7 C10 107.7(2)
C9 C8 C7 112.2(3)
O1 C9 O2 122.7(3)
O1 C9 C8 124.5(3)
O2 C9 C8 112.8(3)
N1 C10 C7 110.3(2)
C16 C11 C12 118.8(3)
C16 C11 S1 120.0(2)
C12 C11 S1 121.2(3)
C13 C12 C11 120.3(3)
C14 C13 C12 121.5(3)
C13 C14 C15 117.5(3)
C13 C14 C17 120.4(3)
C15 C14 C17 122.1(4)
C14 C15 C16 122.2(4)
C11 C16 C15 119.7(3)
C20 C18 C19 30.1(7)
O6 C19 C21 94(2)
O6 C19 C18 107.3(12)
C21 C19 C18 104(2)
O6 C20 C18 111.0(4)
O6 C20 C22 108.3(4)
C18 C20 C22 112.5(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C1 1.717(4)
S1 O4 1.419(2)
S1 O5 1.435(2)
S1 O3 1.448(2)
S1 C11 1.739(3)
O1 C9 1.196(4)
N1 C10 1.471(4)
C1 C6 1.339(5)
C1 C2 1.370(5)
O2 C9 1.311(4)
C2 C3 1.356(5)
C3 C4 1.363(5)
C4 C5 1.375(4)
C4 C7 1.493(5)
C5 C6 1.351(5)
O6 C19 1.393(19)
O6 C20 1.427(5)
C7 C8 1.521(4)
C7 C10 1.523(4)
C8 C9 1.483(4)
C11 C16 1.354(5)
C11 C12 1.377(4)
C12 C13 1.364(5)
C13 C14 1.353(5)
C14 C15 1.367(5)
C14 C17 1.494(5)
C15 C16 1.368(5)
C18 C20 1.481(6)
C18 C19 1.579(19)
C19 C21 1.58(5)
C20 C22 1.483(6)
