# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_20150717_alanine_20_45_20w
_database_code_depnum_ccdc_archive 'CCDC 1055776'
_audit_update_record             
;
2015-10-04 deposited with the CCDC.
2016-01-19 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C3 H7 N O2'
_chemical_formula_moiety         'C3 H7 N O2'
_chemical_formula_weight         89.09
_chemical_melting_point          ?
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_space_group_IT_number           19
loop_
_symmetry_equiv_pos_site_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   5.779(2)
_cell_length_b                   6.031(2)
_cell_length_c                   12.318(4)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     429.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2320
_cell_measurement_theta_min      3.76
_cell_measurement_theta_max      25.72
_cell_measurement_temperature    296
#------------------------------------------------------------------------------
_exptl_crystal_description       
'microcrystalline powder suspension (20-45 micrometer)'
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             192.00
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.864
_exptl_absorpt_correction_T_max  0.989

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      296
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            3240
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_theta_max         25.660
_diffrn_reflns_theta_min         3.762
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.832
_diffrn_measured_fraction_theta_full 0.845
_diffrn_reflns_Laue_measured_fraction_max 0.832
_diffrn_reflns_Laue_measured_fraction_full 0.845
_diffrn_reflns_point_group_measured_fraction_max 0.846
_diffrn_reflns_point_group_measured_fraction_full 0.858
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             680
_reflns_number_gt                649
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.1012
_refine_ls_wR_factor_gt          0.0977
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         680
_refine_ls_number_parameters     55
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0386P)²+0.2607P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.16
_refine_diff_density_min         -0.20
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
 Flack x determined using 241 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.4(6)

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.2390(4) 0.0503(4) 0.1852(2) 0.0428(7) Uani 1 4 d . . .
O2 O 0.3718(4) -0.2284(5) 0.0843(2) 0.0439(7) Uani 1 4 d . . .
N3 N 0.8143(4) -0.1560(5) 0.1381(3) 0.0362(7) Uani 1 4 d . . .
C4 C 0.6443(5) 0.0235(6) 0.1614(3) 0.0322(7) Uani 1 4 d . . .
C5 C 0.3977(5) -0.0603(6) 0.1415(3) 0.0324(7) Uani 1 4 d . . .
C6 C 0.6973(6) 0.2238(7) 0.0915(3) 0.0439(9) Uani 1 4 d . . .
H3A H 0.7829 -0.27343 0.17923 0.0434 Uiso 1 4 calc R . .
H3B H 0.80513 -0.19383 0.06835 0.0434 Uiso 1 4 calc R . .
H3C H 0.95659 -0.10785 0.15261 0.0434 Uiso 1 4 calc R . .
H4 H 0.65875 0.06614 0.23791 0.0387 Uiso 1 4 calc R . .
H6A H 0.58747 0.33915 0.10668 0.0527 Uiso 1 4 calc R . .
H6B H 0.85061 0.27594 0.10715 0.0527 Uiso 1 4 calc R . .
H6C H 0.68723 0.18319 0.01626 0.0527 Uiso 1 4 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL2013 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O1 C5 1.256(4) yes . .
O2 C5 1.244(4) yes . .
N3 C4 1.490(4) yes . .
C4 C5 1.532(4) yes . .
C4 C6 1.515(5) yes . .
N3 H3A 0.890 no . .
N3 H3B 0.890 no . .
N3 H3C 0.890 no . .
C4 H4 0.980 no . .
C6 H6A 0.960 no . .
C6 H6B 0.960 no . .
C6 H6C 0.960 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
N3 C4 C5 110.0(3) yes . . .
N3 C4 C6 109.6(3) yes . . .
C5 C4 C6 111.1(3) yes . . .
O1 C5 O2 126.0(3) yes . . .
O1 C5 C4 115.8(3) yes . . .
O2 C5 C4 118.2(3) yes . . .
C4 N3 H3A 109.469 no . . .
C4 N3 H3B 109.477 no . . .
C4 N3 H3C 109.474 no . . .
H3A N3 H3B 109.473 no . . .
H3A N3 H3C 109.466 no . . .
H3B N3 H3C 109.468 no . . .
N3 C4 H4 108.671 no . . .
C5 C4 H4 108.674 no . . .
C6 C4 H4 108.673 no . . .
C4 C6 H6A 109.466 no . . .
C4 C6 H6B 109.471 no . . .
C4 C6 H6C 109.473 no . . .
H6A C6 H6B 109.471 no . . .
H6A C6 H6C 109.471 no . . .
H6B C6 H6C 109.475 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
N3 C4 C5 O1 161.4(3) no . . . .
N3 C4 C5 O2 -18.8(4) no . . . .
C6 C4 C5 O1 -77.0(3) no . . . .
C6 C4 C5 O2 102.8(3) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
O1 N3 3.597(4) no . .
O1 C6 3.073(4) no . .
O2 N3 2.678(4) no . .
O2 C6 3.314(5) no . .
O1 N3 2.812(3) no . 1_455
O1 N3 2.823(4) no . 3_655
O1 C4 3.453(4) no . 1_455
O1 C4 3.488(4) no . 3_655
O1 C6 3.497(4) no . 1_455
O1 C6 3.403(5) no . 3_645
O2 O2 3.567(4) no . 2_445
O2 O2 3.567(4) no . 2_545
O2 N3 3.318(4) no . 1_455
O2 N3 2.845(4) no . 2_445
O2 C4 3.472(4) no . 3_645
N3 O1 2.812(3) no . 1_655
N3 O1 2.823(4) no . 3_645
N3 O2 3.318(4) no . 1_655
N3 O2 2.845(4) no . 2_545
N3 C5 3.420(4) no . 1_655
C4 O1 3.453(4) no . 1_655
C4 O1 3.488(4) no . 3_645
C4 O2 3.472(4) no . 3_655
C4 C5 3.500(5) no . 3_655
C5 N3 3.420(4) no . 1_455
C5 C4 3.500(5) no . 3_645
C5 C6 3.580(5) no . 3_645
C6 O1 3.497(4) no . 1_655
C6 O1 3.403(5) no . 3_655
C6 C5 3.580(5) no . 3_655
O1 H4 2.5129 no . .
O1 H6A 2.8333 no . .
O1 H6C 3.4183 no . .
O2 H3A 2.6617 no . .
O2 H3B 2.5203 no . .
O2 H3C 3.5576 no . .
O2 H4 3.0800 no . .
O2 H6C 3.1916 no . .
N3 H6A 3.2840 no . .
N3 H6B 2.6409 no . .
N3 H6C 2.6408 no . .
C5 H3A 2.6119 no . .
C5 H3B 2.6463 no . .
C5 H3C 3.2451 no . .
C5 H6A 2.6816 no . .
C5 H6B 3.3379 no . .
C5 H6C 2.7085 no . .
C6 H3A 3.2259 no . .
C6 H3B 2.6103 no . .
C6 H3C 2.6103 no . .
H3A H4 2.2872 no . .
H3A H6B 3.4524 no . .
H3A H6C 3.4524 no . .
H3B H4 2.7452 no . .
H3B H6A 3.4839 no . .
H3B H6B 2.8853 no . .
H3B H6C 2.4589 no . .
H3C H4 2.2732 no . .
H3C H6A 3.4839 no . .
H3C H6B 2.4589 no . .
H3C H6C 2.8852 no . .
H4 H6A 2.3438 no . .
H4 H6B 2.3290 no . .
H4 H6C 2.8248 no . .
O1 H3A 3.2806 no . 1_455
O1 H3A 1.9833 no . 3_655
O1 H3B 3.2443 no . 1_455
O1 H3B 3.4146 no . 3_655
O1 H3C 1.9322 no . 1_455
O1 H3C 3.0851 no . 3_655
O1 H4 3.4164 no . 1_455
O1 H4 3.1258 no . 3_645
O1 H4 3.3054 no . 3_655
O1 H6A 3.0325 no . 3_645
O1 H6B 2.7954 no . 1_455
O1 H6B 3.0894 no . 3_645
O1 H6C 2.9722 no . 2_455
O2 H3A 3.2862 no . 2_445
O2 H3B 3.2872 no . 1_455
O2 H3B 1.9756 no . 2_445
O2 H3C 2.6447 no . 1_455
O2 H3C 3.1192 no . 2_445
O2 H4 2.5226 no . 3_645
O2 H6A 2.9037 no . 1_545
O2 H6C 3.1929 no . 2_445
N3 H4 3.5521 no . 3_645
N3 H6A 3.3377 no . 1_545
N3 H6B 3.4536 no . 1_545
C4 H3A 3.3830 no . 3_655
C4 H4 3.4945 no . 3_645
C4 H6A 3.3447 no . 3_645
C5 H3A 2.9931 no . 3_655
C5 H3B 3.0276 no . 2_445
C5 H3C 2.5689 no . 1_455
C5 H4 2.7180 no . 3_645
C5 H6A 3.1615 no . 3_645
C5 H6B 3.5210 no . 2_455
C5 H6B 3.5523 no . 3_645
C5 H6C 3.2295 no . 2_455
C6 H3A 3.2571 no . 1_565
C6 H3B 3.5786 no . 1_565
C6 H4 3.5933 no . 3_655
C6 H6A 3.3446 no . 2_555
C6 H6B 3.1619 no . 2_455
C6 H6C 3.2805 no . 2_455
C6 H6C 3.1769 no . 2_555
H3A O1 3.2806 no . 1_655
H3A O1 1.9833 no . 3_645
H3A O2 3.2862 no . 2_545
H3A C4 3.3830 no . 3_645
H3A C5 2.9931 no . 3_645
H3A C6 3.2571 no . 1_545
H3A H3C 3.2595 no . 3_745
H3A H4 2.9140 no . 3_645
H3A H4 3.5197 no . 3_745
H3A H6A 2.7447 no . 1_545
H3A H6A 3.4635 no . 3_645
H3A H6B 2.8858 no . 1_545
H3A H6B 3.3908 no . 3_745
H3B O1 3.2443 no . 1_655
H3B O1 3.4146 no . 3_645
H3B O2 3.2872 no . 1_655
H3B O2 1.9756 no . 2_545
H3B C5 3.0276 no . 2_545
H3B C6 3.5786 no . 1_545
H3B H3B 3.4121 no . 2_445
H3B H3B 3.4121 no . 2_545
H3B H3C 3.5909 no . 2_445
H3B H6A 3.1206 no . 1_545
H3B H6A 3.4476 no . 2_555
H3B H6B 3.2440 no . 1_545
H3C O1 1.9322 no . 1_655
H3C O1 3.0851 no . 3_645
H3C O2 2.6447 no . 1_655
H3C O2 3.1192 no . 2_545
H3C C5 2.5689 no . 1_655
H3C H3A 3.2595 no . 3_755
H3C H3B 3.5909 no . 2_545
H3C H4 3.2597 no . 3_745
H3C H6B 3.2387 no . 3_745
H3C H6C 3.5585 no . 2_555
H4 O1 3.4164 no . 1_655
H4 O1 3.3054 no . 3_645
H4 O1 3.1258 no . 3_655
H4 O2 2.5226 no . 3_655
H4 N3 3.5521 no . 3_655
H4 C4 3.4945 no . 3_655
H4 C5 2.7180 no . 3_655
H4 C6 3.5933 no . 3_645
H4 H3A 2.9140 no . 3_655
H4 H3A 3.5197 no . 3_755
H4 H3C 3.2597 no . 3_755
H4 H4 3.5424 no . 3_645
H4 H4 3.5424 no . 3_655
H4 H6A 2.7501 no . 3_645
H6A O1 3.0325 no . 3_655
H6A O2 2.9037 no . 1_565
H6A N3 3.3377 no . 1_565
H6A C4 3.3447 no . 3_655
H6A C5 3.1615 no . 3_655
H6A C6 3.3446 no . 2_455
H6A H3A 2.7447 no . 1_565
H6A H3A 3.4635 no . 3_655
H6A H3B 3.1206 no . 1_565
H6A H3B 3.4476 no . 2_455
H6A H4 2.7501 no . 3_655
H6A H6B 3.0483 no . 2_455
H6A H6C 2.7678 no . 2_455
H6B O1 2.7954 no . 1_655
H6B O1 3.0894 no . 3_655
H6B N3 3.4536 no . 1_565
H6B C5 3.5210 no . 2_555
H6B C5 3.5523 no . 3_655
H6B C6 3.1619 no . 2_555
H6B H3A 2.8858 no . 1_565
H6B H3A 3.3908 no . 3_755
H6B H3B 3.2440 no . 1_565
H6B H3C 3.2387 no . 3_755
H6B H6A 3.0483 no . 2_555
H6B H6C 2.4810 no . 2_555
H6C O1 2.9722 no . 2_555
H6C O2 3.1929 no . 2_545
H6C C5 3.2295 no . 2_555
H6C C6 3.1769 no . 2_455
H6C C6 3.2805 no . 2_555
H6C H3C 3.5585 no . 2_455
H6C H6A 2.7678 no . 2_555
H6C H6B 2.4810 no . 2_455
H6C H6C 3.0263 no . 2_455
H6C H6C 3.0263 no . 2_555

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N3 H3A O1 . . 3_645 2.823(4) 0.890 1.983 156.8 no
N3 H3B O2 . . . 2.678(4) 0.890 2.520 90.3 no
N3 H3B O2 . . 2_545 2.845(4) 0.890 1.976 165.3 no
N3 H3C O1 . . 1_655 2.812(3) 0.890 1.932 169.4 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        L-alanine
####################################################################### 
# 
# 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_20150717_alanine_0_5_moms
_database_code_depnum_ccdc_archive 'CCDC 1429401'
_audit_update_record             
;
2015-10-04 deposited with the CCDC.
2016-01-19 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C3 H7 N O2'
_chemical_formula_moiety         'C3 H7 N O2'
_chemical_formula_weight         89.09
_chemical_melting_point          ?
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_space_group_IT_number           19
loop_
_symmetry_equiv_pos_site_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   5.7772(15)
_cell_length_b                   6.0350(17)
_cell_length_c                   12.316(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     429.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1522
_cell_measurement_theta_min      3.52
_cell_measurement_theta_max      25.40
_cell_measurement_temperature    296
#------------------------------------------------------------------------------
_exptl_crystal_description       
'microcrystalline powder suspension (under 5 micrometer)'
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             192.00
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.342
_exptl_absorpt_correction_T_max  0.989

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      296
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            3242
_diffrn_reflns_av_R_equivalents  0.0923
_diffrn_reflns_theta_max         25.655
_diffrn_reflns_theta_min         3.760
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.838
_diffrn_measured_fraction_theta_full 0.851
_diffrn_reflns_Laue_measured_fraction_max 0.838
_diffrn_reflns_Laue_measured_fraction_full 0.851
_diffrn_reflns_point_group_measured_fraction_max 0.851
_diffrn_reflns_point_group_measured_fraction_full 0.864
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             684
_reflns_number_gt                506
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1246
_refine_ls_R_factor_gt           0.0991
_refine_ls_wR_factor_ref         0.3083
_refine_ls_wR_factor_gt          0.2703
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         684
_refine_ls_number_parameters     55
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1745P)²+0.5297P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.37
_refine_diff_density_min         -0.32
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
 Flack x determined using 169 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   2.7(10)

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.3713(11) 0.2713(14) 0.0842(5) 0.074(2) Uani 1 4 d . . .
O2 O 0.2387(12) 0.5512(13) 0.1857(6) 0.073(2) Uani 1 4 d . . .
N1 N 0.8121(11) 0.3433(14) 0.1387(7) 0.068(3) Uani 1 4 d . . .
C1 C 0.6434(15) 0.5206(17) 0.1602(7) 0.063(2) Uani 1 4 d . . .
C2 C 0.7009(18) 0.7236(19) 0.0906(9) 0.072(3) Uani 1 4 d . . .
C3 C 0.3961(14) 0.4385(17) 0.1415(7) 0.061(2) Uani 1 4 d . . .
H1 H 0.65771 0.56338 0.23663 0.0750 Uiso 1 4 calc R . .
H1A H 0.9546 0.39427 0.15 0.0817 Uiso 1 4 calc R . .
H1B H 0.78495 0.22974 0.18306 0.0817 Uiso 1 4 calc R . .
H1C H 0.79867 0.29855 0.07015 0.0817 Uiso 1 4 calc R . .
H2A H 0.59047 0.83886 0.10486 0.0859 Uiso 1 4 calc R . .
H2B H 0.8535 0.77536 0.10822 0.0859 Uiso 1 4 calc R . .
H2C H 0.69482 0.68388 0.0152 0.0859 Uiso 1 4 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL2013 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O1 C3 1.240(13) yes . .
O2 C3 1.259(11) yes . .
N1 C1 1.471(12) yes . .
C1 C2 1.531(15) yes . .
C1 C3 1.529(12) yes . .
N1 H1A 0.890 no . .
N1 H1B 0.890 no . .
N1 H1C 0.890 no . .
C1 H1 0.980 no . .
C2 H2A 0.960 no . .
C2 H2B 0.960 no . .
C2 H2C 0.960 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
N1 C1 C2 109.7(8) yes . . .
N1 C1 C3 110.9(8) yes . . .
C2 C1 C3 112.2(8) yes . . .
O1 C3 O2 127.0(8) yes . . .
O1 C3 C1 117.2(8) yes . . .
O2 C3 C1 115.8(8) yes . . .
C1 N1 H1A 109.474 no . . .
C1 N1 H1B 109.467 no . . .
C1 N1 H1C 109.473 no . . .
H1A N1 H1B 109.464 no . . .
H1A N1 H1C 109.476 no . . .
H1B N1 H1C 109.473 no . . .
N1 C1 H1 107.954 no . . .
C2 C1 H1 107.947 no . . .
C3 C1 H1 107.956 no . . .
C1 C2 H2A 109.476 no . . .
C1 C2 H2B 109.475 no . . .
C1 C2 H2C 109.469 no . . .
H2A C2 H2B 109.476 no . . .
H2A C2 H2C 109.465 no . . .
H2B C2 H2C 109.466 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
N1 C1 C3 O1 -20.1(11) no . . . .
N1 C1 C3 O2 160.6(7) no . . . .
C2 C1 C3 O1 103.0(10) no . . . .
C2 C1 C3 O2 -76.3(10) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
O1 N1 2.669(9) no . .
O1 C2 3.329(13) no . .
O2 N1 3.589(10) no . .
O2 C2 3.096(13) no . .
O1 O1 3.565(9) no . 2_455
O1 O1 3.565(9) no . 2_555
O1 N1 3.328(9) no . 1_455
O1 N1 2.852(11) no . 2_455
O1 C1 3.494(12) no . 3_645
O2 N1 2.826(10) no . 1_455
O2 N1 2.805(11) no . 3_655
O2 C1 3.459(11) no . 1_455
O2 C1 3.477(12) no . 3_655
O2 C2 3.480(12) no . 1_455
O2 C2 3.408(13) no . 3_645
N1 O1 3.328(9) no . 1_655
N1 O1 2.852(11) no . 2_555
N1 O2 2.826(10) no . 1_655
N1 O2 2.805(11) no . 3_645
N1 C3 3.423(11) no . 1_655
C1 O1 3.494(12) no . 3_655
C1 O2 3.459(11) no . 1_655
C1 O2 3.477(12) no . 3_645
C1 C3 3.518(14) no . 3_655
C2 O2 3.480(12) no . 1_655
C2 O2 3.408(13) no . 3_655
C2 C3 3.588(14) no . 3_655
C3 N1 3.423(11) no . 1_455
C3 C1 3.518(14) no . 3_645
C3 C2 3.588(14) no . 3_645
O1 H1 3.0611 no . .
O1 H1A 3.5446 no . .
O1 H1B 2.6938 no . .
O1 H1C 2.4806 no . .
O1 H2C 3.2273 no . .
O2 H1 2.5013 no . .
O2 H2A 2.8523 no . .
O2 H2C 3.4634 no . .
N1 H2A 3.2799 no . .
N1 H2B 2.6454 no . .
N1 H2C 2.6454 no . .
C2 H1A 2.5755 no . .
C2 H1B 3.2272 no . .
C2 H1C 2.6387 no . .
C3 H1A 3.2393 no . .
C3 H1B 2.6260 no . .
C3 H1C 2.6260 no . .
C3 H2A 2.7023 no . .
C3 H2B 3.3591 no . .
C3 H2C 2.7554 no . .
H1 H1A 2.2631 no . .
H1 H1B 2.2427 no . .
H1 H1C 2.7242 no . .
H1 H2A 2.3555 no . .
H1 H2B 2.3274 no . .
H1 H2C 2.8304 no . .
H1A H2A 3.4545 no . .
H1A H2B 2.4280 no . .
H1A H2C 2.8396 no . .
H1B H2B 3.4422 no . .
H1B H2C 3.4722 no . .
H1C H2A 3.5017 no . .
H1C H2B 2.9326 no . .
H1C H2C 2.4951 no . .
O1 H1 2.5440 no . 3_645
O1 H1A 2.6463 no . 1_455
O1 H1A 3.0900 no . 2_455
O1 H1B 3.3289 no . 2_455
O1 H1C 3.3167 no . 1_455
O1 H1C 1.9916 no . 2_455
O1 H2A 2.9118 no . 1_545
O1 H2C 3.1754 no . 2_455
O2 H1 3.4156 no . 1_455
O2 H1 3.1524 no . 3_645
O2 H1 3.2905 no . 3_655
O2 H1A 1.9455 no . 1_455
O2 H1A 3.1028 no . 3_655
O2 H1B 3.2614 no . 1_455
O2 H1B 1.9471 no . 3_655
O2 H1C 3.2885 no . 1_455
O2 H1C 3.3636 no . 3_655
O2 H2A 3.0439 no . 3_645
O2 H2B 2.7741 no . 1_455
O2 H2B 3.0811 no . 3_645
O2 H2C 2.9573 no . 2_465
N1 H1 3.5462 no . 3_645
N1 H2A 3.3286 no . 1_545
N1 H2B 3.4562 no . 1_545
C1 H1 3.5007 no . 3_645
C1 H1B 3.3831 no . 3_655
C1 H2A 3.3768 no . 3_645
C2 H1B 3.2957 no . 1_565
C2 H1C 3.5245 no . 1_565
C2 H2A 3.3171 no . 2_565
C2 H2B 3.1663 no . 2_465
C2 H2C 3.2494 no . 2_465
C2 H2C 3.1863 no . 2_565
C3 H1 2.7337 no . 3_645
C3 H1A 2.5666 no . 1_455
C3 H1B 2.9747 no . 3_655
C3 H1C 3.0266 no . 2_455
C3 H2A 3.1815 no . 3_645
C3 H2B 3.5360 no . 2_465
C3 H2B 3.5421 no . 3_645
C3 H2C 3.2049 no . 2_465
H1 O1 2.5440 no . 3_655
H1 O2 3.4156 no . 1_655
H1 O2 3.2905 no . 3_645
H1 O2 3.1524 no . 3_655
H1 N1 3.5462 no . 3_655
H1 C1 3.5007 no . 3_655
H1 C3 2.7337 no . 3_655
H1 H1 3.5404 no . 3_645
H1 H1 3.5404 no . 3_655
H1 H1A 3.3096 no . 3_755
H1 H1B 2.9200 no . 3_655
H1 H1B 3.5148 no . 3_755
H1 H2A 2.7753 no . 3_645
H1A O1 2.6463 no . 1_655
H1A O1 3.0900 no . 2_555
H1A O2 1.9455 no . 1_655
H1A O2 3.1028 no . 3_645
H1A C3 2.5666 no . 1_655
H1A H1 3.3096 no . 3_745
H1A H1B 3.2542 no . 3_755
H1A H1C 3.5576 no . 2_555
H1A H2B 3.2574 no . 3_745
H1A H2C 3.5421 no . 2_565
H1B O1 3.3289 no . 2_555
H1B O2 3.2614 no . 1_655
H1B O2 1.9471 no . 3_645
H1B C1 3.3831 no . 3_645
H1B C2 3.2957 no . 1_545
H1B C3 2.9747 no . 3_645
H1B H1 2.9200 no . 3_645
H1B H1 3.5148 no . 3_745
H1B H1A 3.2542 no . 3_745
H1B H2A 2.7847 no . 1_545
H1B H2A 3.4583 no . 3_645
H1B H2B 2.9199 no . 1_545
H1B H2B 3.3236 no . 3_745
H1C O1 3.3167 no . 1_655
H1C O1 1.9916 no . 2_555
H1C O2 3.2885 no . 1_655
H1C O2 3.3636 no . 3_645
H1C C2 3.5245 no . 1_545
H1C C3 3.0266 no . 2_555
H1C H1A 3.5576 no . 2_455
H1C H1C 3.4166 no . 2_455
H1C H1C 3.4166 no . 2_555
H1C H2A 3.0538 no . 1_545
H1C H2A 3.5037 no . 2_565
H1C H2B 3.2077 no . 1_545
H2A O1 2.9118 no . 1_565
H2A O2 3.0439 no . 3_655
H2A N1 3.3286 no . 1_565
H2A C1 3.3768 no . 3_655
H2A C2 3.3171 no . 2_465
H2A C3 3.1815 no . 3_655
H2A H1 2.7753 no . 3_655
H2A H1B 2.7847 no . 1_565
H2A H1B 3.4583 no . 3_655
H2A H1C 3.0538 no . 1_565
H2A H1C 3.5037 no . 2_465
H2A H2B 3.0390 no . 2_465
H2A H2C 2.7257 no . 2_465
H2B O2 2.7741 no . 1_655
H2B O2 3.0811 no . 3_655
H2B N1 3.4562 no . 1_565
H2B C2 3.1663 no . 2_565
H2B C3 3.5360 no . 2_565
H2B C3 3.5421 no . 3_655
H2B H1A 3.2574 no . 3_755
H2B H1B 2.9199 no . 1_565
H2B H1B 3.3236 no . 3_755
H2B H1C 3.2077 no . 1_565
H2B H2A 3.0390 no . 2_565
H2B H2C 2.5018 no . 2_565
H2C O1 3.1754 no . 2_555
H2C O2 2.9573 no . 2_565
H2C C2 3.1863 no . 2_465
H2C C2 3.2494 no . 2_565
H2C C3 3.2049 no . 2_565
H2C H1A 3.5421 no . 2_465
H2C H2A 2.7257 no . 2_565
H2C H2B 2.5018 no . 2_465
H2C H2C 3.0201 no . 2_465
H2C H2C 3.0201 no . 2_565

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1A O2 . . 1_655 2.826(10) 0.890 1.946 169.8 no
N1 H1B O2 . . 3_645 2.805(11) 0.890 1.947 161.4 no
N1 H1C O1 . . . 2.669(9) 0.890 2.481 92.3 no
N1 H1C O1 . . 2_555 2.852(11) 0.890 1.992 162.1 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        L-alanine
