# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_CPX-DHBA-hyd
_database_code_depnum_ccdc_archive 'CCDC 2107280'
loop_
_audit_author_name
_audit_author_address
'Palash Sanphui'
;SRM Institute of Science and Technology
India
;
_audit_update_record             
;
2022-02-21 deposited with the CCDC.	2023-01-20 downloaded from the CCDC.
;
_audit_creation_date             2022-02-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C16 H18 N3 O4 S, C7 H5 O4, H2 O'
_chemical_formula_sum            'C23 H25 N3 O9 S'
_chemical_formula_weight         519.54
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           ' P 2yb'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z

_symmetry_Int_Tables_number      4
_cell_length_a                   11.2955(6)
_cell_length_b                   7.2357(3)
_cell_length_c                   14.9773(8)
_cell_angle_alpha                90
_cell_angle_beta                 95.597(2)
_cell_angle_gamma                90
_cell_volume                     1218.27(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9983
_cell_measurement_theta_max      30.43
_cell_measurement_theta_min      3.13
_exptl_absorpt_coefficient_mu    0.191
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6725
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1148 before and 0.0501 after correction.
The Ratio of minimum to maximum transmission is 0.9014.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.4162
_exptl_crystal_description       plate
_exptl_crystal_F_000             544.5730
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            31522
_diffrn_reflns_theta_full        30.5895
_diffrn_reflns_theta_max         30.59
_diffrn_reflns_theta_min         3.13
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.9876
_diffrn_measured_fraction_theta_max 0.9864
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.983
_reflns_limit_h_max              16
_reflns_limit_h_min              -16
_reflns_limit_k_max              10
_reflns_limit_k_min              -10
_reflns_limit_l_max              21
_reflns_limit_l_min              -21
_reflns_number_gt                6673
_reflns_number_total             7393
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         0.2302
_refine_diff_density_min         -0.1822
_refine_diff_density_rms         0.0335
_refine_ls_abs_structure_details 
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0.07(5)
_refine_ls_d_res_high            0.6983
_refine_ls_d_res_low             6.5111
_refine_ls_goodness_of_fit_ref   1.0526
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    29
_refine_ls_number_parameters     362
_refine_ls_number_reflns         7393
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0343
_refine_ls_restrained_S_all      1.0526
_refine_ls_shift/su_max          0.0014
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0476P)²+0.0727P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0851
_refine_ls_wR_factor_ref         0.0881
_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:
 C10(H10), C1(H1), C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2b,H2c)
2.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C22(H22), C20(H20), C12(H12), C21(H21), C15(H15), C14(H14), C13(H13)
2.d Idealised Me refined as rotating group:
 C8(H8a,H8b,H8c)
;
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_refinement_flags_posn
S1 S 0.02188(3) 0.31957(5) 0.20303(2) 0.04959(10) Uani 1.000000 .
O2 O 0.46603(8) 0.17909(16) 0.37452(6) 0.0439(2) Uani 1.000000 .
O3 O 0.14962(8) 0.41463(16) 0.48688(7) 0.0486(3) Uani 1.000000 .
O1 O 0.33156(8) 0.10877(16) 0.46822(6) 0.0460(2) Uani 1.000000 .
O4 O -0.26420(8) 0.27780(13) 0.35007(8) 0.0491(3) Uani 1.000000 .
O9 O 0.92801(10) 0.24956(15) 0.69631(7) 0.0464(2) Uani 1.000000 .
O5 O 0.61164(9) 0.06205(18) 0.50481(8) 0.0507(3) Uani 1.000000 .
O7 O 0.58246(9) 0.1952(2) 0.75940(8) 0.0621(3) Uani 1.000000 .
N2 N -0.09792(9) 0.45023(16) 0.36734(9) 0.0395(2) Uani 1.000000 .
O8 O 0.65670(11) 0.2248(2) 0.92521(9) 0.0616(3) Uani 1.000000 .
N1 N 0.14768(9) 0.22609(16) 0.35749(7) 0.0349(2) Uani 1.000000 .
C11 C -0.29609(10) 0.68029(18) 0.24151(8) 0.0333(2) Uani 1.000000 .
C6 C 0.10423(10) 0.3278(2) 0.42364(8) 0.0355(2) Uani 1.000000 .
C7 C 0.35613(10) 0.16012(17) 0.39549(7) 0.0322(2) Uani 1.000000 .
C4 C 0.26008(10) 0.20624(17) 0.32368(7) 0.0320(2) Uani 1.000000 .
C10 C -0.29024(10) 0.60408(16) 0.33619(7) 0.0302(2) Uani 1.000000 .
H10 H -0.25828(10) 0.69916(16) 0.37849(7) 0.0363(3) Uiso 1.000000 R
C9 C -0.21624(10) 0.42802(17) 0.35114(8) 0.0320(2) Uani 1.000000 .
C1 C 0.03230(11) 0.19333(18) 0.30676(9) 0.0383(3) Uani 1.000000 .
H1 H 0.01178(11) 0.06221(18) 0.29961(9) 0.0460(3) Uiso 1.000000 R
C23 C 0.90337(11) 0.25739(17) 0.78329(9) 0.0374(2) Uani 1.000000 .
C16 C -0.30930(16) 0.5643(2) 0.16788(9) 0.0509(3) Uani 1.000000 .
H16 H -0.30647(16) 0.4368(2) 0.17585(9) 0.0611(4) Uiso 1.000000 R
C18 C 0.78621(11) 0.23932(18) 0.80631(8) 0.0348(2) Uani 1.000000 .
C2 C 0.16091(13) 0.2401(2) 0.16653(8) 0.0446(3) Uani 1.000000 .
H2b H 0.14533(13) 0.1234(2) 0.13567(8) 0.0535(4) Uiso 1.000000 R
H2c H 0.18405(13) 0.3276(2) 0.12234(8) 0.0535(4) Uiso 1.000000 R
C5 C -0.02441(10) 0.28887(18) 0.38507(9) 0.0390(3) Uani 1.000000 .
H5 H -0.06272(10) 0.19874(18) 0.42173(9) 0.0468(3) Uiso 1.000000 R
C3 C 0.26742(12) 0.21174(18) 0.23459(8) 0.0368(3) Uani 1.000000 .
C22 C 0.99712(12) 0.2834(2) 0.84897(11) 0.0495(4) Uani 1.000000 .
H22 H 1.07425(12) 0.2977(2) 0.83329(11) 0.0594(4) Uiso 1.000000 R
C17 C 0.68594(12) 0.2165(2) 0.73549(9) 0.0415(3) Uani 1.000000 .
C19 C 0.76686(12) 0.2423(2) 0.89767(9) 0.0422(3) Uani 1.000000 .
C20 C 0.86164(15) 0.2654(3) 0.96322(10) 0.0554(4) Uani 1.000000 .
H20 H 0.84886(15) 0.2658(3) 1.02363(10) 0.0664(5) Uiso 1.000000 R
C8 C 0.37998(15) 0.1809(3) 0.19007(9) 0.0519(4) Uani 1.000000 .
H8a H 0.4160(6) 0.2979(3) 0.1792(8) 0.0779(5) Uiso 1.000000 GR
H8b H 0.4343(5) 0.1075(16) 0.2285(4) 0.0779(5) Uiso 1.000000 GR
H8c H 0.3613(2) 0.1177(17) 0.1341(4) 0.0779(5) Uiso 1.000000 GR
C12 C -0.29937(14) 0.8689(2) 0.22833(11) 0.0491(3) Uani 1.000000 .
H12 H -0.29003(14) 0.9484(2) 0.27727(11) 0.0590(4) Uiso 1.000000 R
C21 C 0.97479(14) 0.2877(3) 0.93770(11) 0.0590(4) Uani 1.000000 .
H21 H 1.03774(14) 0.3062(3) 0.98161(11) 0.0708(5) Uiso 1.000000 R
C15 C -0.3269(2) 0.6383(3) 0.08176(11) 0.0697(5) Uani 1.000000 .
H15 H -0.3363(2) 0.5601(3) 0.03227(11) 0.0836(6) Uiso 1.000000 R
C14 C -0.33020(19) 0.8258(3) 0.06988(12) 0.0717(6) Uani 1.000000 .
H14 H -0.34182(19) 0.8747(3) 0.01227(12) 0.0861(7) Uiso 1.000000 R
C13 C -0.31671(18) 0.9403(3) 0.14146(14) 0.0690(5) Uani 1.000000 .
H13 H -0.31899(18) 1.0675(3) 0.13277(14) 0.0828(6) Uiso 1.000000 R
O6 O 0.70753(11) 0.22130(19) 0.65477(7) 0.0595(3) Uani 1.000000 .
N3 N -0.41272(9) 0.55257(18) 0.35723(7) 0.0350(2) Uani 1.000000 .
H3a H -0.4221(14) 0.433(3) 0.3457(10) 0.039(4) Uiso 1.000000 .
H2a H -0.0664(16) 0.552(3) 0.3579(12) 0.053(5) Uiso 1.000000 .
H8 H 0.6157(18) 0.202(3) 0.8809(14) 0.056(5) Uiso 1.000000 .
H2 H 0.5164(17) 0.157(3) 0.4223(12) 0.057(5) Uiso 1.000000 .
H9 H 0.863(2) 0.250(3) 0.6631(15) 0.073(7) Uiso 1.000000 .
H3b H -0.4747(16) 0.617(3) 0.3227(13) 0.053(5) Uiso 1.000000 .
H5a H 0.671(2) 0.012(4) 0.4907(14) 0.075(7) Uiso 1.000000 .
H5b H 0.629(2) 0.136(4) 0.5553(18) 0.086(7) Uiso 1.000000 .
H3c H -0.4221(15) 0.561(3) 0.4151(12) 0.046(4) Uiso 1.000000 .


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 C1 1.7961(13) . ?
S1 C2 1.8066(16) . ?
O2 C7 1.3170(15) . ?
O2 H2 0.885(19) . ?
O3 C6 1.2084(16) . ?
O1 C7 1.2086(15) . ?
O4 C9 1.2139(16) . ?
O9 C23 1.3595(17) . ?
O9 H9 0.85(2) . ?
O5 H5a 0.81(2) . ?
O5 H5b 0.93(3) . ?
O7 C17 1.2648(18) . ?
N2 C9 1.3445(14) . ?
N2 C5 1.4422(16) . ?
N2 H2a 0.83(2) . ?
O8 C19 1.3545(18) . ?
O8 H8 0.79(2) . ?
N1 C6 1.3634(17) . ?
N1 C4 1.4193(15) . ?
N1 C1 1.4625(14) . ?
C11 C10 1.5170(16) . ?
C11 C16 1.3823(19) . ?
C11 C12 1.379(2) . ?
C6 C5 1.5365(16) . ?
C7 C4 1.4892(14) . ?
C4 C3 1.3455(16) . ?
C10 H10 0.9800 . ?
C10 C9 1.5281(16) . ?
C10 N3 1.4957(15) . ?
C1 H1 0.9800 . ?
C1 C5 1.553(2) . ?
C23 C18 1.4058(18) . ?
C23 C22 1.3861(18) . ?
C16 H16 0.9300 . ?
C16 C15 1.393(2) . ?
C18 C17 1.4835(16) . ?
C18 C19 1.4068(19) . ?
C2 H2b 0.9700 . ?
C2 H2c 0.9700 . ?
C2 C3 1.5130(17) . ?
C5 H5 0.9800 . ?
C3 C8 1.509(2) . ?
C22 H22 0.9300 . ?
C22 C21 1.377(2) . ?
C17 O6 1.2568(18) . ?
C19 C20 1.3903(19) . ?
C20 H20 0.9300 . ?
C20 C21 1.379(2) . ?
C8 H8a 0.9600 . ?
C8 H8b 0.9600 . ?
C8 H8c 0.9600 . ?
C12 H12 0.9300 . ?
C12 C13 1.396(2) . ?
C21 H21 0.9300 . ?
C15 H15 0.9300 . ?
C15 C14 1.368(3) . ?
C14 H14 0.9300 . ?
C14 C13 1.352(3) . ?
C13 H13 0.9300 . ?
N3 H3a 0.886(18) . ?
N3 H3b 0.950(19) . ?
N3 H3c 0.885(18) . ?

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 S1 C1 96.56(6) . . ?
H2 O2 C7 109.6(12) . . ?
H9 O9 C23 108.2(14) . . ?
H5b O5 H5a 110(2) . . ?
C5 N2 C9 118.73(11) . . ?
H2a N2 C9 120.5(13) . . ?
H2a N2 C5 119.8(13) . . ?
H8 O8 C19 104.2(14) . . ?
C4 N1 C6 135.39(10) . . ?
C1 N1 C6 95.70(9) . . ?
C1 N1 C4 125.53(10) . . ?
C16 C11 C10 121.10(12) . . ?
C12 C11 C10 119.46(12) . . ?
C12 C11 C16 119.17(13) . . ?
N1 C6 O3 134.03(11) . . ?
C5 C6 O3 134.71(12) . . ?
C5 C6 N1 91.27(10) . . ?
O1 C7 O2 123.49(10) . . ?
C4 C7 O2 116.21(10) . . ?
C4 C7 O1 120.31(11) . . ?
C7 C4 N1 112.28(10) . . ?
C3 C4 N1 119.64(10) . . ?
C3 C4 C7 127.72(11) . . ?
H10 C10 C11 109.19(7) . . ?
C9 C10 C11 114.42(10) . . ?
C9 C10 H10 109.19(6) . . ?
N3 C10 C11 109.31(9) . . ?
N3 C10 H10 109.19(6) . . ?
N3 C10 C9 105.39(10) . . ?
N2 C9 O4 122.95(11) . . ?
C10 C9 O4 120.50(10) . . ?
C10 C9 N2 116.53(11) . . ?
N1 C1 S1 110.29(9) . . ?
H1 C1 S1 113.76(4) . . ?
H1 C1 N1 113.76(7) . . ?
C5 C1 S1 115.46(9) . . ?
C5 C1 N1 87.01(9) . . ?
C5 C1 H1 113.76(7) . . ?
C18 C23 O9 121.11(11) . . ?
C22 C23 O9 118.17(12) . . ?
C22 C23 C18 120.72(13) . . ?
H16 C16 C11 120.00(8) . . ?
C15 C16 C11 120.00(16) . . ?
C15 C16 H16 120.00(12) . . ?
C17 C18 C23 120.42(12) . . ?
C19 C18 C23 118.45(11) . . ?
C19 C18 C17 121.13(12) . . ?
H2b C2 S1 107.37(5) . . ?
H2c C2 S1 107.37(5) . . ?
H2c C2 H2b 106.9 . . ?
C3 C2 S1 119.79(9) . . ?
C3 C2 H2b 107.37(8) . . ?
C3 C2 H2c 107.37(8) . . ?
C6 C5 N2 115.29(11) . . ?
C1 C5 N2 119.60(11) . . ?
C1 C5 C6 85.46(9) . . ?
H5 C5 N2 111.36(7) . . ?
H5 C5 C6 111.36(7) . . ?
H5 C5 C1 111.36(7) . . ?
C2 C3 C4 123.39(12) . . ?
C8 C3 C4 124.75(12) . . ?
C8 C3 C2 111.79(11) . . ?
H22 C22 C23 120.37(9) . . ?
C21 C22 C23 119.27(13) . . ?
C21 C22 H22 120.37(8) . . ?
C18 C17 O7 118.25(13) . . ?
O6 C17 O7 123.16(12) . . ?
O6 C17 C18 118.58(13) . . ?
C18 C19 O8 121.95(12) . . ?
C20 C19 O8 117.60(13) . . ?
C20 C19 C18 120.45(13) . . ?
H20 C20 C19 120.36(9) . . ?
C21 C20 C19 119.28(14) . . ?
C21 C20 H20 120.36(8) . . ?
H8a C8 C3 109.5 . . ?
H8b C8 C3 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 C3 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
H12 C12 C11 120.03(9) . . ?
C13 C12 C11 119.94(16) . . ?
C13 C12 H12 120.03(11) . . ?
C20 C21 C22 121.80(13) . . ?
H21 C21 C22 119.10(8) . . ?
H21 C21 C20 119.10(9) . . ?
H15 C15 C16 119.96(12) . . ?
C14 C15 C16 120.07(18) . . ?
C14 C15 H15 119.96(11) . . ?
H14 C14 C15 119.83(11) . . ?
C13 C14 C15 120.33(16) . . ?
C13 C14 H14 119.83(11) . . ?
C14 C13 C12 120.48(17) . . ?
H13 C13 C12 119.76(11) . . ?
H13 C13 C14 119.76(11) . . ?
H3a N3 C10 107.3(10) . . ?
H3b N3 C10 114.3(11) . . ?
H3b N3 H3a 107.6(15) . . ?
H3c N3 C10 113.0(11) . . ?
H3c N3 H3a 103.5(15) . . ?
H3c N3 H3b 110.3(16) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_name_systematic        'Cephalexin 2,6-dihydroxybenzoate salt hydrate'
_exptl_crystal_colour            Colorless
_chemical_melting_point          461.1
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_CPX-SER
_database_code_depnum_ccdc_archive 'CCDC 2153512'
loop_
_audit_author_name
_audit_author_address
'Palash Sanphui'
;SRM Institute of Science and Technology
India
;
_audit_update_record             
;
2022-09-16 deposited with the CCDC.	2023-01-20 downloaded from the CCDC.
;

_audit_creation_method           'MRIA, SHELXL-97'
_chemical_name_systematic        Cephalexin-serine
_chemical_name_common            ?
_chemical_melting_point          494
_chemical_formula_moiety         'C16 H17 N3 O4 S, C3 H7 N O3'
_chemical_formula_sum            'C19 H24 N4 O7 S'
_chemical_formula_weight         452.48
_chemical_absolute_configuration syn

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   17.7110(16)
_cell_length_b                   24.3232(19)
_cell_length_c                   4.8077(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2071.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    783
_cell_measurement_theta_min      3.090
_cell_measurement_theta_max      39.997

_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             952
_exptl_absorpt_coefficient_mu    1.837
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

#The next three fields give the specimen dimensions in mm.  The equatorial 
# plane contains the incident and diffracted beam.
_pd_spec_size_axial              15 # perpendicular to 
# equatorial plane

_pd_spec_size_equat              1 # parallel to 
# scattering vector 
# in transmission

_pd_spec_size_thick              1 # parallel to 
# scattering vector 
# in reflection

# The next five fields are character fields that describe the specimen.

_pd_spec_mounting                
; 
thin layer
;
_pd_spec_mount_mode              reflection # options are 'reflection' 
# or 'transmission'

_pd_spec_shape                   flat_sheet # options are 'cylinder',
# 'flat_sheet' or 'irregular'

_pd_char_particle_morphology     'no specific habit'
_pd_char_colour                  colorless # use ICDD colour descriptions

# The following three fields describe the preparation of the specimen. 
# The cooling rate is in K/min.  The pressure at which the sample was
# prepared is in kPa.  The temperature of preparation is in K.



_pd_prep_cool_rate               ?
_pd_prep_pressure                101
_pd_prep_temperature             295(2)


_exptl_special_details           
; 
 ? 
;

# This following item is used to identify the equipment used to record the
# powder pattern when the diffractogram was measured at a laboratory
# other than the authors' home institution, e.g. when neutron or synchrotron
# radiation is used.

_pd_instr_location               
;
 M.V.Lomonosov Moscow State University
 Department of Chemistry
 Leninsky Gory, 1-3
 Moscow 119991, 
 Russian Federation
;

_diffrn_ambient_temperature      295(2)
_diffrn_source                   'Fine focus X-ray tube'
_diffrn_source_target            Cu

_diffrn_radiation_source         'line-focus sealed tube'
_diffrn_radiation_monochromator  'Curved Germanium (111)'
_diffrn_measurement_device       'Huber G670 Guinier'
_diffrn_detector_type            'Image plate'



_diffrn_reflns_number            ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?


_pd_meas_scan_method             cont # options are 'step', 'cont',
# 'tof', 'fixed' or
# 'disp' (= dispersive)
_pd_meas_special_details         
; ?
;
# The following six items are used for angular dispersive measurements only.

_diffrn_radiation_type           CuK\a1
_diffrn_radiation_wavelength     1.5406

# The following four items give details of the measured (not processed)
# powder pattern.  Angles are in degrees.

_pd_meas_number_of_points        7601
_pd_meas_2theta_range_min        4.00
_pd_meas_2theta_range_max        80.00
_pd_meas_2theta_range_inc        0.01

# The following three items are used for time-of-flight measurements only.

_pd_instr_dist_src/spec          ?
_pd_instr_dist_spec/detc         ?
_pd_meas_2theta_fixed            ?

# The following fields are used to identify the programs used.

_computing_data_collection       ?
_computing_cell_refinement       'MRIA (Zlokazov & Chernyshev, 1992)'
_computing_data_reduction        DataCollector
_computing_structure_solution    'simulated annealing (Zhukov et al., 2001)'
_computing_structure_refinement  MRIA
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'MRIA, SHELXL97 (Sheldrick, 2008)'

#==============================================================================

# 8. REFINEMENT DATA

# Use the next field to give any special details about the fitting of the
# powder pattern.

_pd_proc_ls_special_details      
; ?
;

# The next three items are given as text
_pd_proc_ls_profile_function     'split-type pseudo-Voigt (Toraya, 1986)'
_pd_proc_ls_pref_orient_corr     ?
_pd_proc_ls_background_function  'Chebyshev polynomial up to the 5th order'

_pd_proc_ls_prof_R_factor        0.0242
_pd_proc_ls_prof_wR_factor       0.0315
_pd_proc_ls_prof_wR_expected     0.0207

_refine_special_details          
; 
Two-phase bond-restrained Rietveld refinement was used.
;

_refine_ls_R_I_factor            0.0634
_refine_ls_structure_factor_coef Inet
_refine_ls_matrix_type           fullcycle
_refine_ls_weighting_scheme      sigma
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_parameters     126
_refine_ls_number_restraints     97
_refine_ls_number_constraints    26

# The following item is the same as CHI, the square root of 'CHI squared = 2.301'
_refine_ls_goodness_of_fit_all   1.517

_refine_ls_restrained_S_all      ?
_refine_ls_restrained_S_obs      ?
_refine_ls_shift/su_max          .005
_refine_ls_shift/su_mean         .002


# The following four items apply to angular dispersive measurements.
# 2theta minimum, maximum and increment (in degrees) are for the 
# intensities used in the refinement.
_pd_proc_2theta_range_min        4.00
_pd_proc_2theta_range_max        80.00
_pd_proc_2theta_range_inc        0.01

_pd_proc_wavelength              1.5406

_pd_block_diffractogram_id       CPX-SER_pattern # The id used for the block
# containing the powder 
# pattern profile (section 11).

# Give appropriate details in the next two text fields.
_pd_proc_info_excluded_regions   none
_pd_proc_info_data_reduction     ?

#==============================================================================


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
S1 S 0.2538(2) 0.65060(13) 0.8350(6) 0.083(2) Uiso 1 1 d . . .
O1 O 0.3471(4) 0.8292(2) 0.3107(13) 0.083(2) Uiso 1 1 d . . .
O2 O 0.2404(4) 0.8547(2) 0.5463(15) 0.083(2) Uiso 1 1 d . . .
O3 O 0.1383(4) 0.7868(2) 0.4208(13) 0.083(2) Uiso 1 1 d . . .
O4 O 0.0416(4) 0.6477(2) 1.1384(12) 0.083(2) Uiso 1 1 d . . .
N1 N 0.2246(5) 0.7572(3) 0.7408(18) 0.083(2) Uiso 1 1 d . . .
N2 N 0.0871(5) 0.6713(3) 0.7229(18) 0.083(2) Uiso 1 1 d . . .
H2 H 0.0954 0.6619 0.5532 0.100 Uiso 1 1 calc . . .
N3 N -0.0765(5) 0.5865(3) 0.8562(15) 0.083(2) Uiso 1 1 d . . .
H3A H -0.1070 0.6154 0.8403 0.125 Uiso 1 1 calc . . .
H3B H -0.0685 0.5794 1.0354 0.125 Uiso 1 1 calc . . .
H3C H -0.0979 0.5574 0.7760 0.125 Uiso 1 1 calc . . .
C1 C 0.2068(6) 0.7137(4) 0.934(2) 0.083(2) Uiso 1 1 d . . .
H1 H 0.2155 0.7239 1.1284 0.100 Uiso 1 1 calc . . .
C2 C 0.3460(6) 0.6801(4) 0.8165(19) 0.083(2) Uiso 1 1 d . . .
H2A H 0.3656 0.6827 1.0044 0.100 Uiso 1 1 calc . . .
H2B H 0.3783 0.6547 0.7160 0.100 Uiso 1 1 calc . . .
C3 C 0.3536(7) 0.7366(4) 0.6805(19) 0.083(2) Uiso 1 1 d . . .
C4 C 0.2948(6) 0.7659(4) 0.592(2) 0.083(2) Uiso 1 1 d . . .
C5 C 0.1232(7) 0.7207(4) 0.8414(19) 0.083(2) Uiso 1 1 d . . .
H5 H 0.0920 0.7389 0.9822 0.100 Uiso 1 1 calc . . .
C6 C 0.1550(6) 0.7610(4) 0.6224(19) 0.083(2) Uiso 1 1 d . . .
C7 C 0.2918(5) 0.8222(4) 0.471(3) 0.083(2) Uiso 1 1 d . . .
C8 C 0.4298(6) 0.7511(3) 0.579(2) 0.083(2) Uiso 1 1 d . . .
H8A H 0.4663 0.7266 0.6592 0.125 Uiso 1 1 calc . . .
H8B H 0.4414 0.7882 0.6309 0.125 Uiso 1 1 calc . . .
H8C H 0.4312 0.7478 0.3798 0.125 Uiso 1 1 calc . . .
C9 C 0.0414(7) 0.6415(4) 0.884(2) 0.083(2) Uiso 1 1 d . . .
C10 C -0.0028(6) 0.5987(3) 0.716(2) 0.083(2) Uiso 1 1 d . . .
H10 H -0.0089 0.6090 0.5206 0.100 Uiso 1 1 calc . . .
C11 C 0.0444(7) 0.5483(4) 0.753(2) 0.083(2) Uiso 1 1 d . . .
C12 C 0.1060(6) 0.5381(4) 0.588(2) 0.083(2) Uiso 1 1 d . . .
H12 H 0.1178 0.5631 0.4477 0.100 Uiso 1 1 calc . . .
C13 C 0.1507(6) 0.4929(3) 0.620(2) 0.083(2) Uiso 1 1 d . . .
H13 H 0.1906 0.4862 0.4990 0.100 Uiso 1 1 calc . . .
C14 C 0.1354(6) 0.4568(4) 0.8389(19) 0.083(2) Uiso 1 1 d . . .
H14 H 0.1682 0.4279 0.8775 0.100 Uiso 1 1 calc . . .
C15 C 0.0717(5) 0.4642(4) 0.996(2) 0.083(2) Uiso 1 1 d . . .
H15 H 0.0564 0.4371 1.1201 0.100 Uiso 1 1 calc . . .
C16 C 0.0296(6) 0.5128(3) 0.970(3) 0.083(2) Uiso 1 1 d . . .
H16 H -0.0081 0.5210 1.0978 0.100 Uiso 1 1 calc . . .
O5 O -0.1020(4) 0.5329(2) 1.3769(13) 0.097(5) Uiso 1 1 d . . .
O6 O -0.1869(4) 0.4887(3) 1.0752(14) 0.097(5) Uiso 1 1 d . . .
O7 O -0.0815(4) 0.3950(3) 1.2792(15) 0.097(5) Uiso 1 1 d . . .
H7 H -0.1168 0.3752 1.2329 0.146 Uiso 1 1 calc . . .
N4 N -0.2342(5) 0.4229(3) 1.4392(18) 0.097(5) Uiso 1 1 d . . .
H4A H -0.2752 0.4440 1.4329 0.146 Uiso 1 1 calc . . .
H4B H -0.2413 0.3960 1.5617 0.146 Uiso 1 1 calc . . .
H4C H -0.2257 0.4085 1.2718 0.146 Uiso 1 1 calc . . .
C17 C -0.1506(7) 0.4991(4) 1.294(3) 0.097(5) Uiso 1 1 d . . .
C18 C -0.1679(6) 0.4567(4) 1.525(3) 0.097(5) Uiso 1 1 d . . .
H18 H -0.1769 0.4748 1.7039 0.116 Uiso 1 1 calc . . .
C19 C -0.0989(6) 0.4213(4) 1.536(3) 0.097(5) Uiso 1 1 d . . .
H19A H -0.0562 0.4438 1.5910 0.116 Uiso 1 1 calc . . .
H19B H -0.1060 0.3934 1.6774 0.116 Uiso 1 1 calc . . .

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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 C2 1.786(11) . ?
S1 C1 1.809(10) . ?
O1 C7 1.258(12) . ?
O2 C7 1.259(12) . ?
O3 C6 1.192(11) . ?
O4 C9 1.235(11) . ?
N1 C6 1.361(14) . ?
N1 C1 1.442(13) . ?
N1 C4 1.449(14) . ?
N2 C9 1.333(13) . ?
N2 C5 1.476(12) . ?
N2 H2 0.8600 . ?
N3 C10 1.498(13) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
C1 C5 1.555(15) . ?
C1 H1 0.9801 . ?
C2 C3 1.528(13) . ?
C2 H2A 0.9699 . ?
C2 H2B 0.9700 . ?
C3 C4 1.331(15) . ?
C3 C8 1.478(16) . ?
C4 C7 1.490(14) . ?
C5 C6 1.545(13) . ?
C5 H5 0.9800 . ?
C8 H8A 0.9601 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.530(14) . ?
C10 C11 1.494(14) . ?
C10 H10 0.9801 . ?
C11 C12 1.372(15) . ?
C11 C16 1.378(16) . ?
C12 C13 1.364(13) . ?
C12 H12 0.9300 . ?
C13 C14 1.396(13) . ?
C13 H13 0.9300 . ?
C14 C15 1.370(14) . ?
C14 H14 0.9300 . ?
C15 C16 1.403(13) . ?
C15 H15 0.9300 . ?
C16 H16 0.9302 . ?
O5 C17 1.255(13) . ?
O6 C17 1.259(14) . ?
O7 C19 1.423(14) . ?
O7 H7 0.8200 . ?
N4 C18 1.492(13) . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
N4 H4C 0.8900 . ?
C17 C18 1.546(16) . ?
C18 C19 1.496(14) . ?
C18 H18 0.9800 . ?
C19 H19A 0.9701 . ?
C19 H19B 0.9700 . ?

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 S1 C1 95.3(5) . . ?
C6 N1 C1 96.9(8) . . ?
C6 N1 C4 124.1(8) . . ?
C1 N1 C4 127.7(8) . . ?
C9 N2 C5 118.8(8) . . ?
C9 N2 H2 120.6 . . ?
C5 N2 H2 120.6 . . ?
C10 N3 H3A 109.5 . . ?
C10 N3 H3B 109.5 . . ?
H3A N3 H3B 109.5 . . ?
C10 N3 H3C 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
N1 C1 C5 86.8(7) . . ?
N1 C1 S1 110.7(7) . . ?
C5 C1 S1 117.1(7) . . ?
N1 C1 H1 113.2 . . ?
C5 C1 H1 113.2 . . ?
S1 C1 H1 113.2 . . ?
C3 C2 S1 117.6(8) . . ?
C3 C2 H2A 107.9 . . ?
S1 C2 H2A 107.9 . . ?
C3 C2 H2B 107.9 . . ?
S1 C2 H2B 107.9 . . ?
H2A C2 H2B 107.2 . . ?
C4 C3 C8 118.7(9) . . ?
C4 C3 C2 123.3(10) . . ?
C8 C3 C2 115.9(9) . . ?
C3 C4 N1 115.8(9) . . ?
C3 C4 C7 130.2(9) . . ?
N1 C4 C7 107.3(8) . . ?
N2 C5 C6 114.3(8) . . ?
N2 C5 C1 115.7(8) . . ?
C6 C5 C1 85.2(8) . . ?
N2 C5 H5 112.9 . . ?
C6 C5 H5 112.9 . . ?
C1 C5 H5 113.0 . . ?
O3 C6 N1 126.9(10) . . ?
O3 C6 C5 142.9(11) . . ?
N1 C6 C5 90.1(8) . . ?
O1 C7 O2 130.9(9) . . ?
O1 C7 C4 109.7(8) . . ?
O2 C7 C4 119.4(9) . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O4 C9 N2 120.4(9) . . ?
O4 C9 C10 127.3(9) . . ?
N2 C9 C10 112.1(8) . . ?
C11 C10 N3 105.8(8) . . ?
C11 C10 C9 102.1(8) . . ?
N3 C10 C9 110.2(8) . . ?
C11 C10 H10 112.7 . . ?
N3 C10 H10 112.7 . . ?
C9 C10 H10 112.7 . . ?
C12 C11 C16 118.4(10) . . ?
C12 C11 C10 121.7(9) . . ?
C16 C11 C10 119.8(10) . . ?
C13 C12 C11 122.7(9) . . ?
C13 C12 H12 118.6 . . ?
C11 C12 H12 118.6 . . ?
C12 C13 C14 118.7(9) . . ?
C12 C13 H13 120.6 . . ?
C14 C13 H13 120.6 . . ?
C15 C14 C13 119.5(9) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 119.9(9) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.1 . . ?
C11 C16 C15 119.7(10) . . ?
C11 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C19 O7 H7 109.5 . . ?
C18 N4 H4A 109.5 . . ?
C18 N4 H4B 109.5 . . ?
H4A N4 H4B 109.5 . . ?
C18 N4 H4C 109.5 . . ?
H4A N4 H4C 109.5 . . ?
H4B N4 H4C 109.5 . . ?
O6 C17 O5 138.4(11) . . ?
O6 C17 C18 111.2(9) . . ?
O5 C17 C18 110.2(10) . . ?
N4 C18 C19 109.6(8) . . ?
N4 C18 C17 109.0(9) . . ?
C19 C18 C17 104.3(9) . . ?
N4 C18 H18 111.2 . . ?
C19 C18 H18 111.3 . . ?
C17 C18 H18 111.2 . . ?
O7 C19 C18 113.9(10) . . ?
O7 C19 H19A 108.8 . . ?
C18 C19 H19A 108.8 . . ?
O7 C19 H19B 108.8 . . ?
C18 C19 H19B 108.8 . . ?
H19A C19 H19B 107.7 . . ?

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

N2 H2 O4 0.86 2.24 2.979(10) 144 1_554
N3 H3A O1 0.89 1.73 2.584(10) 159 3_466
N3 H3B O5 0.89 2.08 2.860(9) 145 .
N3 H3C O5 0.89 2.01 2.694(9) 132 1_554
N4 H4A O6 0.89 1.90 2.666(11) 141 2_465
N4 H4B O2 0.89 2.14 2.980(11) 158 4_547
N4 H4C O2 0.89 2.03 2.866(11) 156 4_546
O7 H7 O3 0.82 2.31 2.977(9) 140 4_546

_refine_diff_density_max         0.43
_refine_diff_density_min         -0.31
_refine_diff_density_rms         0.21
_exptl_crystal_colour            Colorless
