#------------------------------------------------------------------------------
#$Date: 2021-02-05 00:57:39 +0200 (Fri, 05 Feb 2021) $
#$Revision: 261598 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/16/7241623.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_7241623
loop_
_publ_author_name
'Malapile, Ramokone Junia'
'Nyamayaro, Kudzanai'
'Nassimbeni, Luigi R.'
'Báthori, Nikoletta B.'
_publ_section_title
;
 Multicomponent crystals of baclofen with acids and bases---conformational
 flexibility and synthon versatility
;
_journal_issue                   1
_journal_name_full               CrystEngComm
_journal_page_first              91
_journal_page_last               99
_journal_paper_doi               10.1039/D0CE01522A
_journal_volume                  23
_journal_year                    2021
_chemical_formula_sum            'C18 H18 Cl3 N O5'
_chemical_formula_weight         434.68
_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'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/4
_audit_update_record
;
2020-09-11 deposited with the CCDC.	2020-11-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.08(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.699(3)
_cell_length_b                   8.7459(17)
_cell_length_c                   14.834(3)
_cell_measurement_reflns_used    4869
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.351
_cell_measurement_theta_min      2.692
_cell_volume                     1957.1(7)
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  Bruker
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            49316
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.351
_diffrn_reflns_theta_min         2.692
_exptl_absorpt_coefficient_mu    0.498
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.916
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_description       chunk
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         4869
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0331
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0391P)²+0.7476P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0813
_refine_ls_wR_factor_ref         0.0862
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4108
_reflns_number_total             4869
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce01522a2.cif
_cod_data_source_block           bac-24clpoa
_cod_depositor_comments
'Adding full bibliography for 7241617--7241623.cif.'
_cod_original_cell_volume        1957.0(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7241623
_shelx_shelxl_version_number     2016/4
_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   0.841
_shelx_estimated_absorpt_t_max   0.907
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
CL1 Cl 0.54183(3) 0.78376(5) 0.52994(3) 0.04162(12) Uani 1 1 d . . . . .
O1 O 0.04941(8) 0.29949(12) 0.49455(8) 0.0346(3) Uani 1 1 d . . . . .
H1 H 0.000449 0.240354 0.471220 0.071(7) Uiso 1 1 d R . . . .
N1 N 0.00852(8) 0.71097(14) 0.29818(9) 0.0212(2) Uani 1 1 d . . . . .
C1 C 0.25409(9) 0.64420(15) 0.42196(9) 0.0210(3) Uani 1 1 d . . . . .
CL2 Cl -0.19782(3) -0.36360(4) 0.14421(3) 0.03335(10) Uani 1 1 d . . . . .
O2 O -0.00590(7) 0.41969(13) 0.35956(7) 0.0330(3) Uani 1 1 d . . . . .
C2 C 0.31816(9) 0.57635(17) 0.38699(11) 0.0267(3) Uani 1 1 d . . . . .
H2 H 0.301125 0.500635 0.339465 0.032 Uiso 1 1 calc R U . . .
H1A H -0.0226(13) 0.797(2) 0.2961(13) 0.039(5) Uiso 1 1 d . . . . .
H1C H -0.0150(13) 0.640(2) 0.3298(13) 0.039(5) Uiso 1 1 d . . . . .
H1B H 0.0056(13) 0.669(2) 0.2408(15) 0.042(5) Uiso 1 1 d . . . . .
CL3 Cl -0.46591(3) -0.63528(6) 0.24618(3) 0.04847(13) Uani 1 1 d . . . . .
O3 O -0.18425(7) -0.17200(11) 0.30490(7) 0.0232(2) Uani 1 1 d . . . . .
C3 C 0.40709(10) 0.61733(18) 0.42035(11) 0.0306(3) Uani 1 1 d . . . . .
H3 H 0.450550 0.569493 0.396319 0.037 Uiso 1 1 calc R U . . .
O4 O -0.04277(6) 0.01043(11) 0.33740(7) 0.0229(2) Uani 1 1 d . . . . .
C4 C 0.43123(9) 0.72843(17) 0.48885(11) 0.0272(3) Uani 1 1 d . . . . .
O5 O -0.08620(7) 0.14041(12) 0.44728(8) 0.0303(2) Uani 1 1 d . . . . .
C5 C 0.36896(10) 0.79678(17) 0.52597(11) 0.0286(3) Uani 1 1 d . . . . .
H5 H 0.386362 0.872015 0.573739 0.034 Uiso 1 1 calc R U . . .
C6 C 0.28077(10) 0.75387(17) 0.49242(10) 0.0271(3) Uani 1 1 d . . . . .
H6 H 0.237772 0.800005 0.517884 0.033 Uiso 1 1 calc R U . . .
C7 C 0.15711(9) 0.59702(15) 0.38571(9) 0.0195(3) Uani 1 1 d . . . . .
H7 H 0.151167 0.525464 0.331736 0.023 Uiso 1 1 calc R U . . .
C8 C 0.13098(9) 0.51033(16) 0.46461(9) 0.0232(3) Uani 1 1 d . . . . .
H8A H 0.182386 0.448355 0.499330 0.028 Uiso 1 1 calc R U . . .
H8B H 0.119030 0.586384 0.509026 0.028 Uiso 1 1 calc R U . . .
C9 C 0.05157(9) 0.40637(15) 0.43375(9) 0.0219(3) Uani 1 1 d . . . . .
C10 C 0.10306(9) 0.74148(15) 0.34941(10) 0.0213(3) Uani 1 1 d . . . . .
H10A H 0.104932 0.809466 0.403284 0.026 Uiso 1 1 calc R U . . .
H10B H 0.131369 0.796500 0.306977 0.026 Uiso 1 1 calc R U . . .
C11 C -0.24991(9) -0.27785(15) 0.29652(9) 0.0196(3) Uani 1 1 d . . . . .
C12 C -0.26288(9) -0.38043(15) 0.22144(9) 0.0221(3) Uani 1 1 d . . . . .
C13 C -0.32748(10) -0.49298(16) 0.20636(10) 0.0274(3) Uani 1 1 d . . . . .
H13 H -0.335273 -0.562568 0.155543 0.033 Uiso 1 1 calc R U . . .
C14 C -0.38045(10) -0.50183(17) 0.26698(11) 0.0290(3) Uani 1 1 d . . . . .
C15 C -0.36835(10) -0.40355(18) 0.34196(11) 0.0293(3) Uani 1 1 d . . . . .
H15 H -0.404221 -0.412877 0.383805 0.035 Uiso 1 1 calc R U . . .
C16 C -0.30361(9) -0.29059(16) 0.35645(10) 0.0251(3) Uani 1 1 d . . . . .
H16 H -0.296078 -0.221771 0.407612 0.030 Uiso 1 1 calc R U . . .
C17 C -0.17580(9) -0.06074(15) 0.37732(10) 0.0224(3) Uani 1 1 d . . . . .
H17A H -0.171344 -0.112777 0.437722 0.027 Uiso 1 1 calc R U . . .
H17B H -0.229038 0.005439 0.362643 0.027 Uiso 1 1 calc R U . . .
C18 C -0.09393(9) 0.03623(15) 0.38585(9) 0.0201(3) Uani 1 1 d . . . . .
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'
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
C2 C1 C6 118.44(13) . . ?
C2 C1 C7 120.62(12) . . ?
C6 C1 C7 120.92(12) . . ?
C1 C2 C3 121.11(14) . . ?
C11 O3 C17 116.17(10) . . ?
C4 C3 C2 119.11(14) . . ?
C3 C4 C5 121.11(13) . . ?
C3 C4 CL1 119.79(12) . . ?
C5 C4 CL1 119.10(12) . . ?
C4 C5 C6 119.04(13) . . ?
C5 C6 C1 121.18(14) . . ?
C1 C7 C10 107.59(11) . . ?
C1 C7 C8 108.36(11) . . ?
C10 C7 C8 115.70(11) . . ?
C9 C8 C7 115.93(11) . . ?
O2 C9 O1 122.49(13) . . ?
O2 C9 C8 123.97(13) . . ?
O1 C9 C8 113.54(12) . . ?
N1 C10 C7 114.01(11) . . ?
O3 C11 C16 124.95(12) . . ?
O3 C11 C12 116.53(12) . . ?
C16 C11 C12 118.51(12) . . ?
C13 C12 C11 121.47(13) . . ?
C13 C12 CL2 119.38(11) . . ?
C11 C12 CL2 119.14(10) . . ?
C14 C13 C12 118.59(13) . . ?
C15 C14 C13 121.07(13) . . ?
C15 C14 CL3 119.29(12) . . ?
C13 C14 CL3 119.61(12) . . ?
C14 C15 C16 119.98(14) . . ?
C11 C16 C15 120.35(13) . . ?
O3 C17 C18 110.12(11) . . ?
O4 C18 O5 126.79(13) . . ?
O4 C18 C17 121.41(12) . . ?
O5 C18 C17 111.80(12) . . ?
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
CL1 C4 1.7419(15) . ?
O1 C9 1.3058(17) . ?
N1 C10 1.4922(18) . ?
C1 C2 1.386(2) . ?
C1 C6 1.395(2) . ?
C1 C7 1.5243(19) . ?
CL2 C12 1.7394(15) . ?
O2 C9 1.2201(18) . ?
C2 C3 1.393(2) . ?
CL3 C14 1.7400(15) . ?
O3 C11 1.3652(16) . ?
O3 C17 1.4281(15) . ?
C3 C4 1.381(2) . ?
O4 C18 1.2377(16) . ?
C4 C5 1.384(2) . ?
O5 C18 1.2705(16) . ?
C5 C6 1.387(2) . ?
C7 C10 1.5340(18) . ?
C7 C8 1.5424(19) . ?
C8 C9 1.5081(19) . ?
C11 C16 1.389(2) . ?
C11 C12 1.4004(19) . ?
C12 C13 1.3863(19) . ?
C13 C14 1.386(2) . ?
C14 C15 1.377(2) . ?
C15 C16 1.391(2) . ?
C17 C18 1.5156(19) . ?
