#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:34:52 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180511 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/80/7218001.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_7218001
loop_
_publ_author_name
'Vella-Zarb, Liana'
'Braga, Dario'
'Guy Orpen, A.'
'Baisch, Ulrich'
_publ_section_title
;
 The influence of hydrogen bonding on the planar arrangement of melamine
 in crystal structures of its solvates, cocrystals and salts
;
_journal_issue                   35
_journal_name_full               CrystEngComm
_journal_page_first              8147
_journal_paper_doi               10.1039/C4CE00748D
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C3 H8 N6, 2(N O3)'
_chemical_formula_sum            'C3 H8 N8 O6'
_chemical_formula_weight         252.17
_chemical_name_systematic        'melaminium dinitrate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_audit_creation_date             2014-04-09
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_cell_angle_alpha                90
_cell_angle_beta                 101.198(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.7710(14)
_cell_length_b                   9.8924(18)
_cell_length_c                   12.186(2)
_cell_measurement_reflns_used    4019
_cell_measurement_temperature    100
_cell_measurement_theta_max      64.94
_cell_measurement_theta_min      5.80
_cell_volume                     919.0(3)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.911
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type
'Bruker X8 Proteum Microstar CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.2218
_diffrn_reflns_av_unetI/netI     0.6454
_diffrn_reflns_Laue_measured_fraction_full 0.911
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5198
_diffrn_reflns_point_group_measured_fraction_full 0.911
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         65.118
_diffrn_reflns_theta_min         5.804
_exptl_absorpt_coefficient_mu    1.516
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_correction_T_min  0.5452
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 - Bruker AXS area detector 
scaling and absorption correction'
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.823
_exptl_crystal_description       block
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         1518
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.3022
_refine_ls_R_factor_gt           0.0335
_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)+(0.0638P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0905
_refine_ls_wR_factor_ref         0.1046
_reflns_Friedel_coverage         0.000
_reflns_number_gt                901
_reflns_number_total             1518
_reflns_threshold_expression     'I > 2σ(I)'
_cod_duplicate_entry             7216832
_cod_data_source_file            c4ce00748d2.cif
_cod_data_source_block           5_741065_MelNO3
_cod_original_cell_volume        918.9(3)
_cod_database_code               7218001
#BEGIN Tags that were not found in dictionaries:
_shelxl_version_number           2013-2
_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.
;
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H1(0.017) H2(0.019) H4A(0.022) H4B(0.022) H5A(0.019) H5B(0.019)
 H6A(0.022) H6B(0.022)
;
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
N1 N 0.68880(15) 0.35541(12) 0.57915(16) 0.0138(4) Uani 1 1 d .
H1 H 0.635(2) 0.3716(19) 0.6372(19) 0.017 Uiso 1 1 d R
N2 N 0.78154(15) 0.18509(13) 0.47504(17) 0.0156(5) Uani 1 1 d .
H2 H 0.789(2) 0.1024(18) 0.4647(18) 0.019 Uiso 1 1 d R
N3 N 0.83415(15) 0.41329(12) 0.43111(16) 0.0137(5) Uani 1 1 d .
N4 N 0.64401(17) 0.13223(13) 0.62046(17) 0.0182(5) Uani 1 1 d .
H4A H 0.6570(18) 0.038(2) 0.6070(16) 0.022 Uiso 1 1 d R
H4B H 0.603(3) 0.153(2) 0.663(2) 0.022 Uiso 1 1 d R
N5 N 0.93033(17) 0.23817(13) 0.33541(16) 0.0159(5) Uani 1 1 d .
H5A H 0.972(2) 0.2939(19) 0.3035(19) 0.019 Uiso 1 1 d R
H5B H 0.948(2) 0.1430(19) 0.3181(18) 0.019 Uiso 1 1 d R
N6 N 0.72518(18) 0.57782(12) 0.53072(17) 0.0181(5) Uani 1 1 d .
H6A H 0.768(2) 0.6184(18) 0.497(2) 0.022 Uiso 1 1 d R
H6B H 0.671(2) 0.6000(18) 0.578(2) 0.022 Uiso 1 1 d R
C1 C 0.70318(17) 0.22075(15) 0.56033(19) 0.0146(6) Uani 1 1 d .
C2 C 0.84922(17) 0.28081(16) 0.4143(2) 0.0135(5) Uani 1 1 d .
C3 C 0.75169(18) 0.44913(16) 0.51175(18) 0.0139(5) Uani 1 1 d .
N10 N 0.56158(16) 0.81554(13) 0.69336(18) 0.0145(5) Uani 1 1 d .
O11 O 0.53376(13) 0.69148(10) 0.70594(13) 0.0189(4) Uani 1 1 d .
O13 O 0.50203(14) 0.90299(10) 0.75019(14) 0.0203(4) Uani 1 1 d .
O12 O 0.64602(13) 0.84936(11) 0.62066(13) 0.0229(5) Uani 1 1 d .
N20 N 0.13069(16) 0.36589(13) 0.13084(15) 0.0156(5) Uani 1 1 d .
O21 O 0.11766(13) 0.24040(11) 0.13672(15) 0.0197(4) Uani 1 1 d .
O22 O 0.07772(13) 0.44104(10) 0.20069(13) 0.0218(4) Uani 1 1 d .
O23 O 0.19571(15) 0.41634(10) 0.05347(14) 0.0259(4) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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'
N N 0.0311 0.0180 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 N1 H1 111.8(12)
C1 N1 C3 120.28(16)
C3 N1 H1 127.9(12)
C1 N2 H2 115.3(14)
C1 N2 C2 120.94(15)
C2 N2 H2 123.7(14)
C3 N3 C2 116.57(16)
H4A N4 H4B 120(2)
C1 N4 H4A 120.5(11)
C1 N4 H4B 119.3(19)
H5A N5 H5B 119.1(18)
C2 N5 H5A 116.1(14)
C2 N5 H5B 124.8(12)
H6A N6 H6B 129(2)
C3 N6 H6A 109.7(15)
C3 N6 H6B 120.7(14)
N2 C1 N1 116.75(16)
N4 C1 N1 121.46(17)
N4 C1 N2 121.79(15)
N3 C2 N2 122.79(17)
N5 C2 N2 117.52(15)
N5 C2 N3 119.69(17)
N3 C3 N1 122.53(14)
N6 C3 N1 117.16(16)
N6 C3 N3 120.31(16)
O13 N10 O11 121.00(15)
O12 N10 O11 118.31(15)
O12 N10 O13 120.66(12)
O21 N20 O22 120.52(15)
O21 N20 O23 119.13(15)
O23 N20 O22 120.34(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 H1 0.90(2)
N1 C1 1.360(2)
N1 C3 1.389(2)
N2 H2 0.832(17)
N2 C1 1.350(2)
N2 C2 1.369(2)
N3 C2 1.335(2)
N3 C3 1.322(2)
N4 H4A 0.96(2)
N4 H4B 0.69(2)
N4 C1 1.283(2)
N5 H5A 0.78(2)
N5 H5B 0.980(18)
N5 C2 1.317(2)
N6 H6A 0.71(2)
N6 H6B 0.80(2)
N6 C3 1.317(2)
N10 O11 1.2607(18)
N10 O13 1.2516(19)
N10 O12 1.246(2)
N20 O21 1.2487(18)
N20 O22 1.2580(19)
N20 O23 1.256(2)
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
N4 H4A O12 0.96(2) 1.88(2) 2.7983(17) 161.3(16) 1_545
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
C1 N1 C3 N3 -3.2(3)
C1 N1 C3 N6 176.45(19)
C1 N2 C2 N3 -3.6(3)
C1 N2 C2 N5 177.17(17)
C2 N2 C1 N1 2.7(2)
C2 N2 C1 N4 -177.73(19)
C2 N3 C3 N1 2.3(3)
C2 N3 C3 N6 -177.28(18)
C3 N1 C1 N2 0.5(3)
C3 N1 C1 N4 -179.05(16)
C3 N3 C2 N2 1.0(3)
C3 N3 C2 N5 -179.82(16)
