#------------------------------------------------------------------------------
#$Date: 2016-11-08 20:29:48 +0100 (mar 08 de nov de 2016) $
#$Revision: 188081 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/63/7226343.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_7226343
loop_
_publ_author_name
'Hutchins, Kristin M.'
'Kummer, Katherine A.'
'Groeneman, Ryan H.'
'Reinheimer, Eric W.'
'Sinnwell, Michael A.'
'Swenson, Dale C.'
'MacGillivray, Leonard R.'
_publ_section_title
;
 Thermal expansion properties of three isostructural co-crystals composed
 of isosteric components: interplay between halogen and hydrogen bonds
;
_journal_issue                   43
_journal_name_full               CrystEngComm
_journal_page_first              8354
_journal_paper_doi               10.1039/C6CE01674J
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C10 H8 N4'
_chemical_formula_sum            'C10 H8 N4'
_chemical_formula_weight         184.20
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_date             2015-04-13
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-04-14 deposited with the CCDC.
2016-08-23 downloaded from the CCDC.
;
_cell_angle_alpha                90.671(7)
_cell_angle_beta                 95.227(8)
_cell_angle_gamma                100.693(8)
_cell_formula_units_Z            1
_cell_length_a                   3.8373(6)
_cell_length_b                   5.9282(7)
_cell_length_c                   10.3247(14)
_cell_measurement_reflns_used    753
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.35
_cell_measurement_theta_min      1.00
_cell_volume                     229.73(6)
_computing_cell_refinement       'HKL Scalepack (Otwinowski and Minor, 1997)'
_computing_data_collection       'Collect (Hooft, 1998)'
_computing_data_reduction        'Denzo (Otwinowski and Minor, 1997)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.914
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'CCD rotation images, phi scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_unetI/netI     0.0548
_diffrn_reflns_Laue_measured_fraction_full 0.914
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            1410
_diffrn_reflns_point_group_measured_fraction_full 0.914
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.409
_diffrn_reflns_theta_min         1.982
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2002)'
_exptl_crystal_colour            yellow-orange
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_description       plate-like
_exptl_crystal_F_000             96
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.145
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       2.5(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     81
_refine_ls_number_reflns         827
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0953
_refine_ls_R_factor_gt           0.0582
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0940P)²+0.0106P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1378
_refine_ls_wR_factor_ref         0.1709
_reflns_Friedel_coverage         0.000
_reflns_number_gt                523
_reflns_number_total             827
_reflns_threshold_expression     'I > 2σ(I)'
_iucr_refine_instructions_details
;
TITL mcg1522_a.res in P-1
REM Old TITL mcg1522 in P-1 #2
REM SHELXT solution in P-1
REM R1 0.179, Rweak 0.006, Alpha 0.042, Orientation as input
REM Formula found by SHELXT: C5 N2
CELL 0.71073 3.8373 5.9282 10.3247 90.671 95.227 100.693
ZERR 1 0.0006 0.0007 0.0014 0.007 0.008 0.008
LATT 1
SFAC C H N
UNIT 10 8 4
 
L.S. 12
PLAN  -10
SIZE 0.04 0.1 0.28
TEMP 25
BOND $H
LIST 6
MORE -1
CONF
fmap 2
acta 52
REM <olex2.extras>
REM <HklSrc "%.\\mcg1522.hkl">
REM </olex2.extras>
 
WGHT    0.094000    0.010600
EXTI    2.500685
FVAR       5.87168
N2    3    0.510462    0.601475    0.516951    11.00000    0.07128    0.05393 =
         0.04669   -0.00317    0.01241    0.00983
N1    3    0.312539    0.724530    0.903059    11.00000    0.08535    0.06856 =
         0.04897   -0.00574    0.01251    0.01709
C5    1    0.434306    0.633050    0.648552    11.00000    0.05982    0.05521 =
         0.04310   -0.00223    0.00947    0.01385
C4    1    0.271484    0.460609    0.724147    11.00000    0.07004    0.05361 =
         0.04966   -0.00363    0.01116    0.00911
H4    2    0.202095    0.311218    0.693804    11.00000    0.06586
C3    1    0.215036    0.514492    0.849289    11.00000    0.07557    0.06492 =
         0.05017    0.00238    0.01463    0.01133
H3    2    0.111337    0.399306    0.906946    11.00000    0.08606
C2    1    0.529027    0.852205    0.701602    11.00000    0.08125    0.05377 =
         0.05325   -0.00459    0.01304    0.00763
H2    2    0.640049    0.977203    0.650055    11.00000    0.07713
C1    1    0.467541    0.888606    0.828970    11.00000    0.09098    0.06155 =
         0.05736   -0.01209    0.00877    0.01148
H1    2    0.549455    1.044431    0.873208    11.00000    0.09402
HKLF 4
 
REM  mcg1522_a.res in P-1
REM R1 =  0.0582 for     523 Fo > 4sig(Fo)  and  0.0953 for all     827 data
REM     81 parameters refined using      0 restraints
 
END  
     
WGHT      0.0940      0.0106 

REM Highest difference peak  0.212,  deepest hole -0.145,  1-sigma level  0.043
Q1    1   0.6856  0.7725  0.4465  11.00000  0.05    0.21
Q2    1   0.2308  0.7640  1.0312  11.00000  0.05    0.18
Q3    1   0.7473  1.0441  0.9293  11.00000  0.05    0.17
Q4    1   0.6035  0.8202  0.5612  11.00000  0.05    0.15
Q5    1   0.3556  0.4178  0.5984  11.00000  0.05    0.14
Q6    1   0.3643  0.6769  0.7753  11.00000  0.05    0.14
Q7    1   0.2294  0.2540  0.6776  11.00000  0.05    0.13
Q8    1   0.5542  0.8833  1.0008  11.00000  0.05    0.12
Q9    1   0.4768  0.9058  0.9870  11.00000  0.05    0.12
Q10   1   0.7004  1.0213  0.6141  11.00000  0.05    0.12

REM The information below was added by Olex2.
REM
REM R1 = 0.0582 for 523 Fo > 4sig(Fo) and 0.0953 for all 1410 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.21, deepest hole -0.14
REM Mean Shift 0, Max Shift 0.000.

REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0953
REM R1_gt = 0.0582
REM wR_ref = 0.1709
REM GOOF = 1.073
REM Shift_max = 0.000
REM Shift_mean = 0
REM Reflections_all = 1410
REM Reflections_gt = 523
REM Parameters = n/a
REM Hole = -0.14
REM Peak = 0.21
REM Flack = n/a

;
_cod_data_source_file            c6ce01674j2.cif
_cod_data_source_block           mcg1522
_cod_depositor_comments
;
The following automatic conversions were performed:

'_space_group_crystal_system' value 'Triclinic' changed to
'triclinic' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7226336--7226343.cif.
;
_cod_database_code               7226343
_shelxl_version_number           2013-3
_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
;
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
N2 N 0.5105(5) 0.6015(3) 0.51695(17) 0.0572(7) Uani 1 1 d
N1 N 0.3125(6) 0.7245(4) 0.90306(18) 0.0670(8) Uani 1 1 d
C5 C 0.4343(6) 0.6330(4) 0.6486(2) 0.0521(7) Uani 1 1 d
C4 C 0.2715(7) 0.4606(4) 0.7241(2) 0.0578(8) Uani 1 1 d
H4 H 0.202(7) 0.311(4) 0.694(2) 0.066(7) Uiso 1 1 d
C3 C 0.2150(7) 0.5145(4) 0.8493(2) 0.0632(8) Uani 1 1 d
H3 H 0.111(8) 0.399(5) 0.907(3) 0.086(9) Uiso 1 1 d
C2 C 0.5290(8) 0.8522(4) 0.7016(2) 0.0630(8) Uani 1 1 d
H2 H 0.640(7) 0.977(4) 0.650(2) 0.077(8) Uiso 1 1 d
C1 C 0.4675(8) 0.8886(5) 0.8290(2) 0.0703(9) Uani 1 1 d
H1 H 0.549(8) 1.044(5) 0.873(3) 0.094(9) Uiso 1 1 d
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N2 0.0713(14) 0.0539(11) 0.0467(12) -0.0032(8) 0.0124(9) 0.0098(10)
N1 0.0853(16) 0.0686(14) 0.0490(13) -0.0057(10) 0.0125(10) 0.0171(11)
C5 0.0598(13) 0.0552(14) 0.0431(13) -0.0022(9) 0.0095(9) 0.0139(10)
C4 0.0700(16) 0.0536(15) 0.0497(14) -0.0036(11) 0.0112(11) 0.0091(12)
C3 0.0756(17) 0.0649(15) 0.0502(15) 0.0024(11) 0.0146(12) 0.0113(13)
C2 0.0813(17) 0.0538(14) 0.0532(14) -0.0046(11) 0.0130(12) 0.0076(12)
C1 0.0910(19) 0.0615(16) 0.0574(15) -0.0121(12) 0.0088(13) 0.0115(14)
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 0.0000 0.0000 '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
_geom_angle_site_symmetry_1
N2 N2 C5 114.0(2) 2_666
C1 N1 C3 117.0(2) .
C4 C5 N2 124.8(2) .
C2 C5 N2 116.7(2) .
C2 C5 C4 118.5(2) .
C5 C4 H4 122.3(16) .
C3 C4 C5 118.8(2) .
C3 C4 H4 118.9(16) .
N1 C3 C4 123.5(2) .
N1 C3 H3 114.6(16) .
C4 C3 H3 121.9(16) .
C5 C2 H2 120.2(15) .
C5 C2 C1 118.5(2) .
C1 C2 H2 121.3(16) .
N1 C1 C2 123.7(2) .
N1 C1 H1 115.5(15) .
C2 C1 H1 120.7(16) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N2 N2 1.235(3) 2_666
N2 C5 1.433(3) .
N1 C3 1.331(3) .
N1 C1 1.331(3) .
C5 C4 1.384(3) .
C5 C2 1.375(3) .
C4 H4 0.92(3) .
C4 C3 1.373(3) .
C3 H3 0.96(3) .
C2 H2 0.97(3) .
C2 C1 1.379(3) .
C1 H1 1.01(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
_geom_torsion_site_symmetry_1
N2 N2 C5 C4 -14.7(4) 2_666
N2 N2 C5 C2 165.8(3) 2_666
N2 C5 C4 C3 179.8(2) .
N2 C5 C2 C1 -178.5(2) .
C5 C4 C3 N1 -0.8(4) .
C5 C2 C1 N1 -1.8(4) .
C4 C5 C2 C1 2.0(4) .
C3 N1 C1 C2 0.3(4) .
C2 C5 C4 C3 -0.8(4) .
C1 N1 C3 C4 1.0(4) .
