#------------------------------------------------------------------------------
#$Date: 2021-02-04 23:57:39 +0100 (jue 04 de feb de 2021) $
#$Revision: 261598 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/16/7241620.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_7241620
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            'C27 H35 Cl2 N3 O5'
_chemical_formula_weight         552.48
_chemical_melting_point          395.87
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -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                101.74(3)
_cell_angle_beta                 92.00(3)
_cell_angle_gamma                101.56(3)
_cell_formula_units_Z            2
_cell_length_a                   5.9469(12)
_cell_length_b                   12.127(2)
_cell_length_c                   20.466(4)
_cell_measurement_reflns_used    6727
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.914
_cell_measurement_theta_min      1.830
_cell_volume                     1411.4(5)
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  Bruker
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            31056
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.914
_diffrn_reflns_theta_min         1.830
_exptl_absorpt_coefficient_mu    0.271
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.907
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_description       chunk
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     368
_refine_ls_number_reflns         6727
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0390
_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)+(0.0395P)²+0.4647P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0980
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5143
_reflns_number_total             6727
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce01522a2.cif
_cod_data_source_block           bac-34lut-w
_cod_depositor_comments
'Adding full bibliography for 7241617--7241623.cif.'
_cod_original_cell_volume        1411.3(5)
_cod_database_code               7241620
_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   0.928
_shelx_estimated_absorpt_t_max   0.989
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
N11 N 0.1764(3) 0.73140(12) 0.29734(7) 0.0356(3) Uani 1 1 d . . . . .
C12 C 0.2116(3) 0.67404(14) 0.34470(9) 0.0365(4) Uani 1 1 d . . . . .
H12 H 0.334369 0.634230 0.340635 0.044 Uiso 1 1 calc R U . . .
C13 C 0.0822(3) 0.66848(16) 0.39911(9) 0.0423(4) Uani 1 1 d . . . . .
C14 C -0.0956(3) 0.72876(18) 0.40633(9) 0.0465(5) Uani 1 1 d . . . . .
C15 C -0.1314(3) 0.78858(17) 0.35787(10) 0.0467(5) Uani 1 1 d . . . . .
H15 H -0.250682 0.830624 0.361025 0.056 Uiso 1 1 calc R U . . .
C16 C 0.0050(3) 0.78775(15) 0.30486(9) 0.0417(4) Uani 1 1 d . . . . .
H16 H -0.024418 0.829394 0.272029 0.050 Uiso 1 1 calc R U . . .
C17 C -0.2455(4) 0.7250(3) 0.46425(12) 0.0894(10) Uani 1 1 d . . . . .
H17A H -0.342884 0.647755 0.458549 0.134 Uiso 1 1 calc R U . . .
H17B H -0.342851 0.781617 0.465540 0.134 Uiso 1 1 calc R U . . .
H17C H -0.147868 0.743249 0.506233 0.134 Uiso 1 1 calc R U . . .
H1E H -0.080(3) 1.1966(14) 0.0652(8) 0.028(4) Uiso 1 1 d . . . . .
H1B H 0.261(3) 0.7887(16) 0.1571(9) 0.038(5) Uiso 1 1 d . . . . .
H1D H -0.288(3) 1.1073(15) 0.0400(8) 0.028(4) Uiso 1 1 d . . . . .
H1A H 0.487(3) 0.7500(14) 0.1586(8) 0.030(4) Uiso 1 1 d . . . . .
H1F H -0.309(3) 1.2293(16) 0.0592(9) 0.036(5) Uiso 1 1 d . . . . .
H1C H 0.305(3) 0.7203(16) 0.2078(10) 0.041(5) Uiso 1 1 d . . . . .
H19B H -0.267(3) 0.9226(18) -0.0465(9) 0.043(5) Uiso 1 1 d . . . . .
H19A H -0.231(4) 1.0154(18) -0.0759(11) 0.050(6) Uiso 1 1 d . . . . .
C18 C 0.1306(5) 0.5956(2) 0.44758(13) 0.0787(8) Uani 1 1 d . . . . .
H18C H 0.172888 0.644652 0.492407 0.118 Uiso 1 1 calc R U . . .
H18B H 0.257677 0.558455 0.433024 0.118 Uiso 1 1 calc R U . . .
H18A H -0.007387 0.536486 0.448734 0.118 Uiso 1 1 calc R U . . .
O19 O -0.29002(18) 0.99010(9) -0.04237(5) 0.0245(2) Uani 1 1 d . . . . .
CL1A Cl 0.50010(11) 0.36473(5) 0.36226(3) 0.06205(17) Uani 1 1 d . . . . .
O1A O 0.56519(17) 0.34285(8) 0.04009(5) 0.0281(2) Uani 1 1 d . . . . .
N1A N 0.3300(2) 0.73036(10) 0.16332(6) 0.0203(2) Uani 1 1 d . . . . .
C1A C 0.3884(2) 0.49412(11) 0.17315(7) 0.0201(3) Uani 1 1 d . . . . .
O2A O 0.22988(18) 0.23092(8) 0.05245(6) 0.0296(2) Uani 1 1 d . . . . .
C2A C 0.6048(3) 0.51916(13) 0.20762(8) 0.0285(3) Uani 1 1 d . . . . .
H2A H 0.731262 0.563654 0.190994 0.034 Uiso 1 1 calc R U . . .
C3A C 0.6397(3) 0.48048(15) 0.26576(8) 0.0355(4) Uani 1 1 d . . . . .
H3A H 0.788471 0.498142 0.288655 0.043 Uiso 1 1 calc R U . . .
C4A C 0.4558(3) 0.41616(14) 0.28984(8) 0.0352(4) Uani 1 1 d . . . . .
C5A C 0.2368(3) 0.39302(14) 0.25829(8) 0.0347(4) Uani 1 1 d . . . . .
H5A H 0.109928 0.351069 0.276145 0.042 Uiso 1 1 calc R U . . .
C6A C 0.2053(3) 0.43204(12) 0.20018(8) 0.0269(3) Uani 1 1 d . . . . .
H6A H 0.055270 0.416046 0.178253 0.032 Uiso 1 1 calc R U . . .
C7A C 0.3579(2) 0.53045(11) 0.10724(7) 0.0193(3) Uani 1 1 d . . . . .
H7A H 0.514570 0.560757 0.093843 0.023 Uiso 1 1 calc R U . . .
C8A C 0.2384(2) 0.42855(11) 0.05081(7) 0.0216(3) Uani 1 1 d . . . . .
H8A H 0.074321 0.405282 0.059043 0.026 Uiso 1 1 calc R U . . .
H8B H 0.245039 0.453046 0.007511 0.026 Uiso 1 1 calc R U . . .
C9A C 0.3535(2) 0.32564(11) 0.04693(7) 0.0210(3) Uani 1 1 d . . . . .
C10A C 0.2216(2) 0.62601(11) 0.11193(7) 0.0207(3) Uani 1 1 d . . . . .
H10B H 0.211134 0.647057 0.067821 0.025 Uiso 1 1 calc R U . . .
H10A H 0.063229 0.596776 0.123131 0.025 Uiso 1 1 calc R U . . .
CL1B Cl -0.31099(10) 1.07021(5) 0.45181(2) 0.05782(16) Uani 1 1 d . . . . .
O1B O 0.12144(16) 0.90200(8) 0.14154(5) 0.0232(2) Uani 1 1 d . . . . .
N1B N -0.2364(2) 1.17452(10) 0.06960(6) 0.0192(2) Uani 1 1 d . . . . .
C1B C -0.1946(2) 1.07494(11) 0.23479(7) 0.0193(3) Uani 1 1 d . . . . .
O2B O -0.20200(17) 0.77742(8) 0.14884(5) 0.0265(2) Uani 1 1 d . . . . .
C2B C -0.0123(3) 1.11014(12) 0.28363(7) 0.0251(3) Uani 1 1 d . . . . .
H2B H 0.138689 1.135202 0.271116 0.030 Uiso 1 1 calc R U . . .
C3B C -0.0452(3) 1.10964(14) 0.35045(8) 0.0332(4) Uani 1 1 d . . . . .
H3B H 0.081371 1.134224 0.383377 0.040 Uiso 1 1 calc R U . . .
C4B C -0.2657(3) 1.07267(14) 0.36819(8) 0.0329(4) Uani 1 1 d . . . . .
C5B C -0.4509(3) 1.03561(14) 0.32071(8) 0.0320(4) Uani 1 1 d . . . . .
H5B H -0.601096 1.009431 0.333419 0.038 Uiso 1 1 calc R U . . .
C6B C -0.4150(3) 1.03707(13) 0.25427(8) 0.0267(3) Uani 1 1 d . . . . .
H6B H -0.541965 1.011969 0.221483 0.032 Uiso 1 1 calc R U . . .
C7B C -0.1552(2) 1.07664(11) 0.16187(7) 0.0175(3) Uani 1 1 d . . . . .
H7B H 0.013566 1.103539 0.158636 0.021 Uiso 1 1 calc R U . . .
C8B C -0.2318(2) 0.95452(11) 0.11719(7) 0.0188(3) Uani 1 1 d . . . . .
H8C H -0.397989 0.925682 0.120571 0.023 Uiso 1 1 calc R U . . .
H8D H -0.208930 0.958309 0.069945 0.023 Uiso 1 1 calc R U . . .
C9B C -0.0967(2) 0.87084(11) 0.13755(6) 0.0180(3) Uani 1 1 d . . . . .
C10B C -0.2803(2) 1.16284(11) 0.13904(7) 0.0192(3) Uani 1 1 d . . . . .
H10C H -0.447963 1.137225 0.141779 0.023 Uiso 1 1 calc R U . . .
H10D H -0.229315 1.239110 0.169750 0.023 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'
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
C16 N11 C12 116.32(15) . . ?
N11 C12 C13 124.69(17) . . ?
N11 C12 H12 117.7 . . ?
C13 C12 H12 117.7 . . ?
C12 C13 C14 118.10(16) . . ?
C12 C13 C18 119.9(2) . . ?
C14 C13 C18 121.99(19) . . ?
C15 C14 C13 117.37(17) . . ?
C15 C14 C17 121.9(2) . . ?
C13 C14 C17 120.8(2) . . ?
C14 C15 C16 120.29(18) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
N11 C16 C15 123.22(17) . . ?
N11 C16 H16 118.4 . . ?
C15 C16 H16 118.4 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C13 C18 H18C 109.5 . . ?
C13 C18 H18B 109.5 . . ?
H18C C18 H18B 109.5 . . ?
C13 C18 H18A 109.5 . . ?
H18C C18 H18A 109.5 . . ?
H18B C18 H18A 109.5 . . ?
H19B O19 H19A 105.9(18) . . ?
C10A N1A H1B 107.6(11) . . ?
C10A N1A H1A 110.1(10) . . ?
H1B N1A H1A 110.0(15) . . ?
C10A N1A H1C 112.3(11) . . ?
H1B N1A H1C 106.9(15) . . ?
H1A N1A H1C 109.8(15) . . ?
C2A C1A C6A 117.75(13) . . ?
C2A C1A C7A 120.37(13) . . ?
C6A C1A C7A 121.86(13) . . ?
C3A C2A C1A 121.41(15) . . ?
C3A C2A H2A 119.3 . . ?
C1A C2A H2A 119.3 . . ?
C4A C3A C2A 119.17(15) . . ?
C4A C3A H3A 120.4 . . ?
C2A C3A H3A 120.4 . . ?
C3A C4A C5A 121.05(15) . . ?
C3A C4A CL1A 119.35(13) . . ?
C5A C4A CL1A 119.59(13) . . ?
C4A C5A C6A 118.93(15) . . ?
C4A C5A H5A 120.5 . . ?
C6A C5A H5A 120.5 . . ?
C5A C6A C1A 121.62(14) . . ?
C5A C6A H6A 119.2 . . ?
C1A C6A H6A 119.2 . . ?
C1A C7A C10A 113.14(11) . . ?
C1A C7A C8A 112.19(11) . . ?
C10A C7A C8A 108.18(11) . . ?
C1A C7A H7A 107.7 . . ?
C10A C7A H7A 107.7 . . ?
C8A C7A H7A 107.7 . . ?
C9A C8A C7A 111.19(11) . . ?
C9A C8A H8A 109.4 . . ?
C7A C8A H8A 109.4 . . ?
C9A C8A H8B 109.4 . . ?
C7A C8A H8B 109.4 . . ?
H8A C8A H8B 108.0 . . ?
O1A C9A O2A 125.01(13) . . ?
O1A C9A C8A 117.15(12) . . ?
O2A C9A C8A 117.82(12) . . ?
N1A C10A C7A 112.11(11) . . ?
N1A C10A H10B 109.2 . . ?
C7A C10A H10B 109.2 . . ?
N1A C10A H10A 109.2 . . ?
C7A C10A H10A 109.2 . . ?
H10B C10A H10A 107.9 . . ?
C10B N1B H1E 111.1(10) . . ?
C10B N1B H1D 111.4(10) . . ?
H1E N1B H1D 107.2(14) . . ?
C10B N1B H1F 108.8(11) . . ?
H1E N1B H1F 109.0(15) . . ?
H1D N1B H1F 109.3(15) . . ?
C2B C1B C6B 118.22(13) . . ?
C2B C1B C7B 120.77(12) . . ?
C6B C1B C7B 121.01(13) . . ?
C1B C2B C3B 121.55(14) . . ?
C1B C2B H2B 119.2 . . ?
C3B C2B H2B 119.2 . . ?
C4B C3B C2B 118.82(15) . . ?
C4B C3B H3B 120.6 . . ?
C2B C3B H3B 120.6 . . ?
C5B C4B C3B 121.18(14) . . ?
C5B C4B CL1B 119.16(13) . . ?
C3B C4B CL1B 119.65(13) . . ?
C4B C5B C6B 119.21(14) . . ?
C4B C5B H5B 120.4 . . ?
C6B C5B H5B 120.4 . . ?
C5B C6B C1B 121.01(15) . . ?
C5B C6B H6B 119.5 . . ?
C1B C6B H6B 119.5 . . ?
C1B C7B C10B 109.59(11) . . ?
C1B C7B C8B 110.85(11) . . ?
C10B C7B C8B 111.93(11) . . ?
C1B C7B H7B 108.1 . . ?
C10B C7B H7B 108.1 . . ?
C8B C7B H7B 108.1 . . ?
C9B C8B C7B 111.70(11) . . ?
C9B C8B H8C 109.3 . . ?
C7B C8B H8C 109.3 . . ?
C9B C8B H8D 109.3 . . ?
C7B C8B H8D 109.3 . . ?
H8C C8B H8D 107.9 . . ?
O2B C9B O1B 123.95(12) . . ?
O2B C9B C8B 119.73(12) . . ?
O1B C9B C8B 116.32(11) . . ?
N1B C10B C7B 112.39(11) . . ?
N1B C10B H10C 109.1 . . ?
C7B C10B H10C 109.1 . . ?
N1B C10B H10D 109.1 . . ?
C7B C10B H10D 109.1 . . ?
H10C C10B H10D 107.9 . . ?
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
N11 C16 1.333(2) . ?
N11 C12 1.336(2) . ?
C12 C13 1.381(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.397(3) . ?
C13 C18 1.512(3) . ?
C14 C15 1.377(3) . ?
C14 C17 1.510(3) . ?
C15 C16 1.377(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18C 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18A 0.9800 . ?
O19 H19B 0.85(2) . ?
O19 H19A 0.86(2) . ?
CL1A C4A 1.7523(16) . ?
O1A C9A 1.2520(17) . ?
N1A C10A 1.4855(19) . ?
N1A H1B 0.912(19) . ?
N1A H1A 0.932(18) . ?
N1A H1C 0.954(19) . ?
C1A C2A 1.392(2) . ?
C1A C6A 1.393(2) . ?
C1A C7A 1.5178(19) . ?
O2A C9A 1.2620(17) . ?
C2A C3A 1.388(2) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.378(2) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.383(2) . ?
C5A C6A 1.386(2) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C7A C10A 1.5313(18) . ?
C7A C8A 1.541(2) . ?
C7A H7A 1.0000 . ?
C8A C9A 1.5291(18) . ?
C8A H8A 0.9900 . ?
C8A H8B 0.9900 . ?
C10A H10B 0.9900 . ?
C10A H10A 0.9900 . ?
CL1B C4B 1.7472(16) . ?
O1B C9B 1.2713(17) . ?
N1B C10B 1.4838(18) . ?
N1B H1E 0.926(18) . ?
N1B H1D 0.901(18) . ?
N1B H1F 0.916(19) . ?
C1B C2B 1.386(2) . ?
C1B C6B 1.399(2) . ?
C1B C7B 1.5224(19) . ?
O2B C9B 1.2496(16) . ?
C2B C3B 1.389(2) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.384(2) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.382(2) . ?
C5B C6B 1.387(2) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C7B C10B 1.5335(18) . ?
C7B C8B 1.5447(19) . ?
C7B H7B 1.0000 . ?
C8B C9B 1.5245(18) . ?
C8B H8C 0.9900 . ?
C8B H8D 0.9900 . ?
C10B H10C 0.9900 . ?
C10B H10D 0.9900 . ?
