#------------------------------------------------------------------------------
#$Date: 2016-03-26 23:02:33 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180527 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/96/7219639.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_7219639
loop_
_publ_author_name
'Braun, Doris E.'
'Gelbrich, Thomas'
'Kahlenberg, Volker'
'Griesser, Ulrich J.'
_publ_section_title
;
 Solid state forms of 4-aminoquinaldine - From void structures with and
 without solvent inclusion to close packing.
;
_journal_issue                   12
_journal_name_full               'CrystEngComm / RSC'
_journal_page_first              2504
_journal_page_last               2516
_journal_paper_doi               10.1039/C5CE00118H
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C10 H10 N2'
_chemical_formula_sum            'C10 H10 N2'
_chemical_formula_weight         158.2
_chemical_melting_point          440
_chemical_name_common            '4-aminoquinaldine form I'
_chemical_name_systematic
;
 2-methyl-4-amino-quinoline form I
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_creation_date             2015-01-02T09:55:28-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2015-01-12 deposited with the CCDC.
2015-02-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.065(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.2162(4)
_cell_length_b                   12.3693(9)
_cell_length_c                   13.1192(9)
_cell_measurement_reflns_used    4579
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_measurement_wavelength     0.71073
_cell_volume                     835.89(11)
_computing_cell_refinement
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_computing_data_collection
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_computing_data_reduction
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4759
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.235
_diffrn_reflns_theta_min         3.145
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.9903
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             336
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.111
_refine_diff_density_min         -0.108
_refine_diff_density_rms         0.025
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     128
_refine_ls_number_reflns         1502
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0365
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0651P)²+0.0073P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1001
_refine_ls_wR_factor_ref         0.1062
_reflns_number_gt                1104
_reflns_number_total             1502
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5ce00118h2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
;Adding full bibliography for 7219639--7219640.cif.

 Adding full bibliography for 7219639--7219640.cif.
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7219639
loop_
_symmetry_equiv_pos_as_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_calc_flag
N1 N 0.0883(2) 0.74128(9) 0.44760(8) 0.0556(3) Uani 1 d
N2 N -0.0078(3) 0.63955(12) 0.13815(10) 0.0696(4) Uani 1 d
H1 H -0.127(3) 0.5925(14) 0.1236(14) 0.087(6) Uiso 1 d
H2 H 0.035(3) 0.6812(12) 0.0873(13) 0.079(5) Uiso 1 d
C1 C -0.0734(2) 0.66225(11) 0.41195(10) 0.0558(4) Uani 1 d
C2 C -0.1053(3) 0.62640(11) 0.30989(10) 0.0572(4) Uani 1 d
H3 H -0.2185 0.5695 0.2896 0.052(3) Uiso 1 calc
C3 C 0.0271(2) 0.67341(10) 0.23863(9) 0.0508(3) Uani 1 d
C4 C 0.2076(2) 0.75717(9) 0.27428(9) 0.0457(3) Uani 1 d
C5 C 0.3675(2) 0.80900(10) 0.21159(10) 0.0543(4) Uani 1 d
H5 H 0.3535 0.7902 0.1423 0.075(4) Uiso 1 calc
C6 C 0.5413(3) 0.88590(11) 0.25117(11) 0.0618(4) Uani 1 d
H6 H 0.6471 0.9183 0.2091 0.073(4) Uiso 1 calc
C7 C 0.5618(3) 0.91647(12) 0.35444(13) 0.0665(4) Uani 1 d
H7 H 0.6805 0.9694 0.3809 0.075(4) Uiso 1 calc
C8 C 0.4086(3) 0.86905(11) 0.41666(11) 0.0621(4) Uani 1 d
H8 H 0.423 0.8908 0.4852 0.074(4) Uiso 1 calc
C9 C 0.2288(2) 0.78778(10) 0.37952(9) 0.0486(3) Uani 1 d
C10 C -0.2299(3) 0.61244(13) 0.48660(13) 0.0744(5) Uani 1 d
H10A H -0.185 0.6461 0.553 0.094(11) Uiso 0.5 calc
H10B H -0.1933 0.5364 0.4926 0.069(8) Uiso 0.5 calc
H10C H -0.4114 0.623 0.462 0.080(9) Uiso 0.5 calc
H10D H -0.3415 0.5576 0.452 0.070(9) Uiso 0.5 calc
H10E H -0.3332 0.6672 0.5124 0.056(7) Uiso 0.5 calc
H10F H -0.115 0.5807 0.543 0.063(8) Uiso 0.5 calc
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 0 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 N1 C9 117.11(11)
N1 C1 C2 123.05(11)
N1 C1 C10 116.92(13)
C2 C1 C10 120.02(13)
C3 C2 C1 121.40(13)
N2 C3 C2 121.38(13)
N2 C3 C4 121.23(12)
C2 C3 C4 117.37(12)
C5 C4 C9 118.84(11)
C5 C4 C3 123.86(11)
C9 C4 C3 117.29(10)
C6 C5 C4 120.93(12)
C5 C6 C7 120.36(13)
C8 C7 C6 120.21(13)
C7 C8 C9 121.44(13)
N1 C9 C8 118.05(11)
N1 C9 C4 123.73(11)
C8 C9 C4 118.21(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C1 1.3273(16)
N1 C9 1.3683(15)
N2 C3 1.3677(17)
C1 C2 1.3953(18)
C1 C10 1.5023(18)
C2 C3 1.3758(18)
C3 C4 1.4283(17)
C4 C5 1.4138(17)
C4 C9 1.4191(16)
C5 C6 1.3594(19)
C6 C7 1.394(2)
C7 C8 1.362(2)
C8 C9 1.4082(18)
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 N1 0.898(17) 2.126(17) 3.0112(18) 168.7(14) 4_575
