#------------------------------------------------------------------------------
#$Date: 2016-02-20 02:53:41 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/39/2103911.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2103911
loop_
_publ_author_name
'Pinheiro, Carlos Basílio'
'Gardon, Manuel'
'Chapuis, Gervais'
_publ_section_title
;
 Structural changes of hexamethylenetetramine and undecanedioic acid
 co-crystal (HMT-C11) as a function of the temperature
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              416
_journal_page_last               427
_journal_paper_doi               10.1107/S0108768103007754
_journal_volume                  59
_journal_year                    2003
_chemical_formula_sum            'C17 H32 N4 O4'
_chemical_formula_weight         356.5
_chemical_name_systematic        ' ?'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 103.174(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   5.9085(3)
_cell_length_b                   28.0422(19)
_cell_length_c                   23.5878(11)
_cell_measurement_reflns_used    40958
_cell_measurement_temperature    214
_cell_measurement_theta_max      24.71
_cell_measurement_theta_min      1.91
_cell_volume                     3805.3(4)
_computing_cell_refinement       'kM4 - Oxford Diffraction'
_computing_data_collection       'kM4 - Oxford Diffraction'
_computing_data_reduction        Xprep
_computing_molecular_graphics    Xp
_computing_publication_material  '(Jana2000; Petricek and Dusek, 2000)'
_computing_structure_refinement  '(Jana2000; Petricek and Dusek, 2000)'
_computing_structure_solution    Shelxs97
_diffrn_ambient_temperature      213
_diffrn_measurement_device_type  Stoe-IPDS
_diffrn_measurement_method       Oscillation
_diffrn_radiation_monochromator  Graphite
_diffrn_radiation_source         'Sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0584
_diffrn_reflns_av_sigmaI/netI    0.0266
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            40958
_diffrn_reflns_theta_max         24.71
_diffrn_reflns_theta_min         1.91
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  1.000
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            transparent
_exptl_crystal_density_diffrn    1.24401(12)
_exptl_crystal_description       Platelets
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.30
_refine_diff_density_min         -0.23
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.17
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     439
_refine_ls_number_reflns         6969
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0372
_refine_ls_shift/su_max          0.0017
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     w=1/(σ²(I)+0.0016I²)
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.0817
_refine_ls_wR_factor_ref         0.0858
_reflns_number_gt                5193
_reflns_number_total             6969
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            na0146.cif
_cod_data_source_block           213K
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'None' changed to 'none' according
to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_refine_ls_hydrogen_treatment' value 'Mixed' changed to
'mixed' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'None' changed to 'none'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_refine_ls_hydrogen_treatment' value 'Mixed' changed to
'mixed' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               2103911
_cod_database_fobs_code          2103911
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_type_symbol
O1a 1.9875(4) 0.35464(8) 1.07174(10) 0.0443(4) Uani d 1 O
Ho1a 2.019(3) 0.3275(7) 1.0993(8) 0.062362(3) Uiso d 1 H
O2a 1.6307(4) 0.32665(9) 1.05262(10) 0.0590(4) Uani d 1 O
O3a 0.2616(4) 0.63394(8) 0.65756(10) 0.0532(4) Uani d 1 O
Ho3a 0.145(4) 0.6566(8) 0.6481(8) 0.076492(3) Uiso d 1 H
O4a 0.2718(5) 0.65503(11) 0.74601(10) 0.0865(6) Uani d 1 O
C1a 1.7688(3) 0.35572(5) 1.04444(5) 0.0309(5) Uani d 1 C
C2a 1.7108(2) 0.39542(5) 1.00086(6) 0.0360(5) Uani d 1 C
H2aa 1.7363 0.3831 0.9639 0.052442(3) Uiso d 1 H
H2ab 1.8216 0.4217 1.0131 0.052442(3) Uiso d 1 H
C3a 1.4637(2) 0.41328(5) 0.98977(6) 0.0365(5) Uani d 1 C
H3ab 1.4362 0.4281 1.0266 0.053264(3) Uiso d 1 H
H3aa 1.3573 0.3866 0.9795 0.053264(3) Uiso d 1 H
C4a 1.4105(2) 0.44932(5) 0.94036(5) 0.0369(5) Uani d 1 C
H4ab 1.5255 0.475 0.9491 0.053662(3) Uiso d 1 H
H4aa 1.4282 0.4335 0.9047 0.053662(3) Uiso d 1 H
C5a 1.1695(2) 0.47082(5) 0.92901(5) 0.0362(5) Uani d 1 C
H5ab 1.1521 0.4881 0.9646 0.052478(3) Uiso d 1 H
H5aa 1.0524 0.4445 0.9216 0.052478(3) Uiso d 1 H
C6a 1.1214(3) 0.50456(5) 0.87734(6) 0.0384(5) Uani d 1 C
H6ab 1.2405 0.5294 0.8846 0.055704(3) Uiso d 1 H
H6aa 1.1381 0.4872 0.8431 0.055704(3) Uiso d 1 H
C7a 0.8831(2) 0.52759(5) 0.86360(6) 0.0364(5) Uani d 1 C
H7ab 0.8698 0.5496 0.8949 0.052586(3) Uiso d 1 H
H7aa 0.7656 0.5032 0.8613 0.052586(3) Uiso d 1 H
C8a 0.8352(3) 0.55473(5) 0.80633(6) 0.0390(5) Uani d 1 C
H8ab 0.9594 0.5785 0.8079 0.056688(3) Uiso d 1 H
H8aa 0.8399 0.5322 0.7739 0.056688(3) Uiso d 1 H
C9a 0.6033(3) 0.58047(5) 0.79112(6) 0.0370(5) Uani d 1 C
H9ab 0.4777 0.5584 0.7951 0.053993(3) Uiso d 1 H
H9aa 0.6048 0.6067 0.8184 0.053993(3) Uiso d 1 H
Caa 0.5521(2) 0.59935(5) 0.72922(5) 0.0355(5) Uani d 1 C
Haab 0.6875 0.617 0.7239 0.051584(3) Uiso d 1 H
Haaa 0.5297 0.5731 0.7017 0.051584(3) Uiso d 1 H
Cba 0.3471(3) 0.63212(5) 0.71279(7) 0.0338(5) Uani d 1 C
O1b 1.9910(4) 0.36643(8) 0.83352(10) 0.0458(4) Uani d 1 O
Ho1b 2.021(3) 0.3416(7) 0.8631(8) 0.068147(3) Uiso d 1 H
O2b 1.6306(4) 0.35927(9) 0.84262(10) 0.0641(5) Uani d 1 O
O3b 0.2628(4) 0.62234(8) 0.38814(10) 0.0454(4) Uani d 1 O
Ho3b 0.134(4) 0.6440(7) 0.3760(7) 0.068256(3) Uiso d 1 H
O4b 0.1760(5) 0.62464(9) 0.47327(10) 0.0647(5) Uani d 1 O
C1b 1.7688(3) 0.37673(4) 0.81906(5) 0.0295(5) Uani d 1 C
C2b 1.7086(2) 0.41082(4) 0.76884(5) 0.0343(5) Uani d 1 C
H2ba 1.7262 0.3935 0.7341 0.051286(3) Uiso d 1 H
H2bb 1.8246 0.4362 0.7755 0.051286(3) Uiso d 1 H
C3b 1.4664(2) 0.43184(4) 0.75756(5) 0.0329(5) Uani d 1 C
H3bb 1.4585 0.4543 0.7894 0.048929(3) Uiso d 1 H
H3ba 1.3544 0.4065 0.7579 0.048929(3) Uiso d 1 H
C4b 1.4026(2) 0.45785(5) 0.69946(5) 0.0350(5) Uani d 1 C
H4bb 1.521 0.4824 0.6988 0.052490(3) Uiso d 1 H
H4ba 1.4109 0.4351 0.6682 0.052490(3) Uiso d 1 H
C5b 1.1648(3) 0.48114(5) 0.68568(5) 0.0377(5) Uani d 1 C
H5bb 1.1625 0.507 0.7146 0.056073(3) Uiso d 1 H
H5ba 1.0476 0.4574 0.6893 0.056073(3) Uiso d 1 H
C6b 1.1007(3) 0.50243(5) 0.62497(5) 0.0376(5) Uani d 1 C
H6bb 1.2221 0.5248 0.6203 0.055868(3) Uiso d 1 H
H6ba 1.0964 0.4765 0.5966 0.055868(3) Uiso d 1 H
C7b 0.8686(2) 0.52784(5) 0.60953(6) 0.0372(5) Uani d 1 C
H7bb 0.8727 0.5552 0.6357 0.055167(3) Uiso d 1 H
H7ba 0.7481 0.5066 0.6161 0.055167(3) Uiso d 1 H
C8b 0.8055(2) 0.54479(5) 0.54680(6) 0.0363(5) Uani d 1 C
H8bb 0.9234 0.5677 0.5413 0.053780(3) Uiso d 1 H
H8ba 0.811 0.5176 0.5211 0.053780(3) Uiso d 1 H
C9b 0.5689(2) 0.56820(5) 0.52782(5) 0.0340(5) Uani d 1 C
H9bb 0.4464 0.5448 0.5333 0.050012(3) Uiso d 1 H
H9ba 0.5619 0.596 0.5526 0.050012(3) Uiso d 1 H
Cab 0.5181(2) 0.58355(5) 0.46458(5) 0.0344(5) Uani d 1 C
Habb 0.643 0.6021 0.4584 0.051357(3) Uiso d 1 H
Haba 0.5075 0.5549 0.4398 0.051357(3) Uiso d 1 H
Cbb 0.3004(3) 0.61174(4) 0.44352(6) 0.0306(5) Uani d 1 C
N1a -0.10625(14) 0.78736(3) 0.60000(3) 0.0288(3) Uani d 1 N
N2a -0.1854(2) 0.73307(5) 0.51686(5) 0.0304(3) Uani d 1 N
N3a -0.0473(2) 0.70168(4) 0.61520(6) 0.0298(3) Uani d 1 N
N4a -0.4393(2) 0.73370(5) 0.58540(6) 0.0316(3) Uani d 1 N
Cca 0.0375(3) 0.74991(5) 0.63484(6) 0.0305(3) Uani d 1 C
Hcba 0.19494(14) 0.75318(3) 0.63043(3) 0.0401(5) Uani d 1 H
Hcaa 0.03382(14) 0.75372(3) 0.67611(3) 0.0387(5) Uani d 1 H
Cda -0.3480(3) 0.78112(5) 0.60519(6) 0.0310(3) Uani d 1 C
Hdaa -0.35187(14) 0.78545(3) 0.64625(3) 0.0386(5) Uani d 1 H
Hdba -0.44444(14) 0.80559(3) 0.58111(3) 0.0410(5) Uani d 1 H
Cea -0.0988(3) 0.78026(5) 0.53829(6) 0.0325(3) Uani d 1 C
Heaa -0.19973(14) 0.80476(3) 0.51445(3) 0.0430(5) Uani d 1 H
Heba 0.06026(14) 0.78370(3) 0.53491(3) 0.0423(5) Uani d 1 H
Cfa -0.0424(3) 0.69702(5) 0.55288(6) 0.0317(3) Uani d 1 C
Hfaa 0.11696(14) 0.70104(3) 0.54929(3) 0.0403(5) Uani d 1 H
Hfba -0.10170(14) 0.66512(3) 0.53927(3) 0.0414(5) Uani d 1 H
Cga -0.2900(3) 0.69789(5) 0.62048(6) 0.0335(3) Uani d 1 C
Hgaa -0.35186(14) 0.66585(3) 0.60623(3) 0.0452(5) Uani d 1 H
Hgba -0.29486(14) 0.70199(3) 0.66187(3) 0.0424(5) Uani d 1 H
Cha -0.4240(3) 0.72800(5) 0.52437(6) 0.0339(3) Uani d 1 C
Hhba -0.48408(14) 0.69569(3) 0.50972(3) 0.0449(5) Uani d 1 H
Hhaa -0.52166(14) 0.75257(3) 0.50018(3) 0.0442(5) Uani d 1 H
N1b -0.11126(14) 0.77624(3) 0.36244(3) 0.0285(3) Uani d 1 N
N2b -0.1889(2) 0.74115(5) 0.26516(5) 0.0331(3) Uani d 1 N
N3b -0.0560(2) 0.69080(4) 0.35071(6) 0.0290(3) Uani d 1 N
N4b -0.4464(2) 0.72416(5) 0.33030(6) 0.0314(3) Uani d 1 N
Ccb 0.0299(3) 0.73396(5) 0.38497(6) 0.0287(3) Uani d 1 C
Hcbb 0.18804(14) 0.73972(3) 0.38240(3) 0.0365(5) Uani d 1 H
Hcab 0.02447(14) 0.72860(3) 0.42588(3) 0.0376(5) Uani d 1 H
Cdb -0.3541(3) 0.76658(5) 0.36448(6) 0.0310(3) Uani d 1 C
Hdab -0.35966(14) 0.76176(3) 0.40535(3) 0.0398(5) Uani d 1 H
Hdbb -0.44877(14) 0.79447(3) 0.34848(3) 0.0408(5) Uani d 1 H
Ceb -0.1013(3) 0.78293(5) 0.30083(6) 0.0345(3) Uani d 1 C
Heab -0.20046(14) 0.81075(3) 0.28506(3) 0.0464(5) Uani d 1 H
Hebb 0.05847(14) 0.78865(3) 0.29931(3) 0.0445(5) Uani d 1 H
Cfb -0.0484(3) 0.69995(5) 0.28925(6) 0.0327(3) Uani d 1 C
Hfab 0.11161(14) 0.70627(3) 0.28772(3) 0.0409(5) Uani d 1 H
Hfbb -0.10847(14) 0.67150(3) 0.26599(3) 0.0437(5) Uani d 1 H
Cgb -0.2997(3) 0.68347(5) 0.35358(6) 0.0342(3) Uani d 1 C
Hgab -0.36226(14) 0.65500(3) 0.32964(3) 0.0465(5) Uani d 1 H
Hgbb -0.30629(14) 0.67835(3) 0.39470(3) 0.0445(5) Uani d 1 H
Chb -0.4286(3) 0.73214(5) 0.26981(6) 0.0349(3) Uani d 1 C
Hhbb -0.48933(14) 0.70351(3) 0.24542(3) 0.0464(5) Uani d 1 H
Hhab -0.52448(14) 0.76013(3) 0.25374(3) 0.0451(5) Uani d 1 H
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.003 0.002 'International Tables Vol C Tables  4.2.6.8 and 6.1.1.4'
H 0.000 0.000 'International Tables Vol C Tables  4.2.6.8 and 6.1.1.4'
N 0.006 0.003 'International Tables Vol C Tables  4.2.6.8 and 6.1.1.4'
O 0.011 0.006 'International Tables Vol C Tables  4.2.6.8 and 6.1.1.4'
