# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_4-aminoquinaldine_monohydrate_B
_database_code_depnum_ccdc_archive 'CCDC 1419538'
_audit_update_record             
;
2015-08-19 deposited with the CCDC.
2015-10-12 downloaded from the CCDC.
;

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

# 5. CHEMICAL DATA

_chemical_name_systematic        
; 2-Methyl-4-quinolinamine
;
_chemical_name_common            '4-aminoquinaldine monohydrate'
_chemical_formula_moiety         'C10 H10 N2, H2 O'
_chemical_formula_structural     'C10 H12 N2 O'
_chemical_formula_analytical     'C10 H12 N2 O'
_chemical_formula_sum            'C10 H12 N2 O'
_chemical_formula_weight         176.22
_chemical_melting_point          386
_chemical_compound_source        synthesis


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

# 6. POWDER SPECIMEN AND CRYSTAL DATA

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'

loop_
_symmetry_equiv_pos_as_xyz #<--must include 'x,y,z'
x,y,z
-x,y+1/2,-z+1/2
-x,-y,-z
x,-y+1/2,z+1/2

_cell_length_a                   4.7832(5)
_cell_length_b                   12.0775(4)
_cell_length_c                   16.3371(5)
_cell_angle_alpha                90.00000
_cell_angle_beta                 92.226(3)
_cell_angle_gamma                90.00000
_cell_volume                     943.07(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    290
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_method    'Not Measured'

_cell_special_details            
; ?
;
# The next three fields give the specimen dimensions in mm.  The equatorial
# plane contains the incident and diffracted beam.

_pd_spec_mount_mode              transmission
_pd_spec_shape                   flat_sheet
_pd_char_particle_morphology     powder
_pd_char_colour                  colourless

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

# 7. EXPERIMENTAL DATA

_exptl_special_details           
; ?
;

# The 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               
; ?
;
_pd_calibration_special_details  
# description of the method used
# to calibrate the instrument
; ?
;

_diffrn_ambient_temperature      290
_diffrn_source                   'X-ray tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54056
_diffrn_source_target            ?

_diffrn_radiation_monochromator  Ge(111)
_diffrn_measurement_device_type  'STOE stadi mp'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_detector                 ?
_diffrn_detector_type            'Mythen 1K'
_pd_meas_scan_method             cont
_pd_meas_special_details         
;  ?
;

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

_pd_meas_number_of_points        12795
_pd_meas_2theta_range_min        5.05400
_pd_meas_2theta_range_max        120.20000
_pd_meas_2theta_range_inc        0.009001

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

# 8. REFINEMENT DATA

_refine_special_details          
; 
Following soft distance constrains were applied: C1-N1, C1-C2, C1-C10, C2-C3, 
C3-N2,C3-C4, C4-C5, C4-C9, C5-C6, C6-C7,
C7-C8, C8-C9, C9-N1, C10-H8, C10-H9, C10-H10, N2-H1, N2-H2, C2-H3, C5-H4, 
C6-H5, C7-H6, C8-H7
Following soft angle constrains were applied: H3-C2-C3, H3-C2-C1, H4-C5-C6, 
H4-C5-C4, H5-C6-C5, H5-C6-C7,
H6-C7-C8, H6-C7-C6, H7-C8-C7, H7-C8-C9, H8-C10-C1, H10-C10-C1, H9-C10-C1
;

# 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     ?
_pd_proc_ls_background_function  ?
_pd_proc_ls_pref_orient_corr     
; ?
;

#  The following profile R-factors are NOT CORRECTED for background
#  The sum is extended to all non-excluded points.
#  These are the current CIF standard

_pd_proc_ls_prof_R_factor        4.29
_pd_proc_ls_prof_wR_factor       5.82
_pd_proc_ls_prof_wR_expected     3.01

#  The following profile R-factors are CORRECTED for background
#  The sum is extended to all non-excluded points.
#  These items are not in the current CIF standard, but are defined above

_pd_proc_ls_prof_cR_factor       15.6578
_pd_proc_ls_prof_cwR_factor      13.9786
_pd_proc_ls_prof_cwR_expected    7.2255

#  The following items are not in the CIF standard, but are defined above

_refine_ls_goodness_of_fit_all   3.71
_pd_proc_ls_prof_chi2            3.71
_pd_proc_ls_prof_echi2           3.71

#  Items related to LS refinement

_refine_ls_R_I_factor            7.0966
_refine_ls_number_reflns         1824
_refine_ls_number_parameters     23
_refine_ls_number_restraints     36

# 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        5.0611
_pd_proc_2theta_range_max        120.2071
_pd_proc_2theta_range_inc        0.009001
_pd_proc_wavelength              1.540560

_pd_block_diffractogram_id       ? # 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   ?
_pd_proc_info_data_reduction     ?

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

_computing_data_collection       ?
_computing_structure_solution    ?
_computing_structure_refinement  FULLPROF.2000
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type # Not in version 2.0.1
_atom_site_type_symbol
C1 0.4395(7) 0.2430(7) 0.2273(7) 4.00(4) 1.000 Uiso C
C2 0.4709(7) 0.1640(7) 0.2897(7) 4.00(4) 1.000 Uiso C
C3 0.3230(7) 0.1725(7) 0.3615(7) 4.00(4) 1.000 Uiso C
C4 0.1436(7) 0.2669(7) 0.3698(7) 4.00(4) 1.000 Uiso C
C5 -0.0099(7) 0.2878(7) 0.4405(7) 4.00(4) 1.000 Uiso C
C6 -0.1792(7) 0.3800(7) 0.4449(7) 4.00(4) 1.000 Uiso C
C7 -0.2025(7) 0.4543(7) 0.3785(7) 4.00(4) 1.000 Uiso C
C8 -0.0554(7) 0.4361(7) 0.3089(7) 4.00(4) 1.000 Uiso C
C9 0.1220(7) 0.3429(7) 0.3026(7) 4.00(4) 1.000 Uiso C
C10 0.6001(7) 0.2323(7) 0.1505(7) 4.00(4) 1.000 Uiso C
H1 0.5111 0.0387 0.4158 4.21(3) 1.00000 Uiso H
H2 0.2816 0.1036 0.4776 4.21(3) 1.00000 Uiso H
H3 0.6118 0.0941 0.2821 4.21(3) 1.00000 Uiso H
H4 0.0032 0.2305 0.4920 4.21(3) 1.00000 Uiso H
H5 -0.2962 0.3957 0.4997 4.21(3) 1.00000 Uiso H
H6 -0.3390 0.5263 0.3821 4.21(3) 1.00 Uiso H
H7 -0.0737 0.4932 0.2573 4.21(3) 1.000 Uiso H
H8 0.7580 0.1674 0.1562 4.21(3) 1.00 Uiso H
H9 0.4591 0.2133 0.0984 4.21(3) 1.00 Uiso H
H10 0.7045 0.3099 0.1364 4.21(3) 1.000 Uiso H
N1 0.2763(6) 0.3270(6) 0.2367(6) 3.98(3) 1.0 Uiso N
N2 0.3452(6) 0.0908(6) 0.4197(6) 3.98(3) 1.00 Uiso N
H11 0.2010 0.4042 0.1444 4.16(3) 1.00 Uiso H
H12 0.0017 0.4871 0.0925 4.16(3) 1.00 Uiso H
O1 0.1767(6) 0.4429(6) 0.0909(6) 4.15(3) 1.00 Uiso O
# Note: if the displacement parameters were refined anisotropically
# the U matrices should be given as for single-crystal studies.

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

# 10. DISTANCES AND ANGLES / MOLECULAR GEOMETRY 

_geom_special_details            ?

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance

C1 C2 1.400(6)
C1 C10 1.502(6)
C1 N1 1.294(6)
C2 C3 1.397(6)
C2 H3 1.09
C3 C4 1.437(6)
C3 N2 1.372(6)
C4 C3 1.437(6)
C4 C5 1.415(6)
C4 C9 1.431(6)
C5 C6 1.380(6)
C5 H4 1.09
C6 C7 1.409(6)
C6 H5 1.09
C7 C8 1.378(6)
C7 H6 1.09
C8 C9 1.416(6)
C8 H7 1.09
C9 N1 1.343(6)
C10 H8 1.09
C10 H9 1.09
C10 H10 1.09
H1 N2 1.01
H2 N2 1.01
H11 O1 0.99
H12 O1 0.99


loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C10 120.4(8)
C2 C1 N1 119.7(8)
C10 C1 N1 119.7(8)
C1 C2 C3 121.2(8)
C1 C2 H3 119.5
C3 C2 H3 119.2
C2 C3 C4 117.4(8)
C2 C3 N2 120.1(8)
C4 C3 N2 122.4(8)
C3 C4 C5 123.3(8)
C3 C4 C9 117.5(8)
C5 C4 C9 119.1(8)
C4 C5 C6 120.7(8)
C4 C5 H4 120.0
C6 C5 H4 119.1
C5 C6 C7 120.1(8)
C5 C6 H5 120.2
C7 C6 H5 119.5
C6 C7 C8 120.4(8)
C6 C7 H6 119.7
C8 C7 H6 119.8
C7 C8 C9 120.9(8)
C7 C8 H7 120.5
C9 C8 H7 118.5
C4 C9 C8 118.6(8)
C4 C9 N1 119.8(8)
C8 C9 N1 121.4(8)
C1 C10 H8 111.4
C1 C10 H9 110.4
C1 C10 H10 110.8
H8 C10 H9 108.6
H8 C10 H10 108.3
H9 C10 H10 106.8
C1 N1 C9 124.0(8)
C3 N2 H1 116.1
C3 N2 H2 121.1
H1 N2 H2 114.6
H11 O1 H12 107.3


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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

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_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
? ? ? ? ? ? ? ? ? ? ?

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

#=============================================================================
# Additional structures (last six sections and associated data_? identifiers) 
# may be added at this point.                                                 
#=============================================================================

# The following lines are used to test the character set of files sent by     
# network email or other means. They are not part of the CIF data set.        
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789              
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ 
_exptl_crystal_colour            colorless
