# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2012


#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
# 
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material 
#  of the CCDC or of third parties, and may not be copied or further 
#  disseminated in any form, whether machine-readable or not,  
#  except for the purpose of generating routine backup copies 
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and 
#  data retrieval see:
#                         www.ccdc.cam.ac.uk 
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively. 
#
####################################################################### 

data_single_phase
_database_code_depnum_ccdc_archive 'CCDC 901622'
#TrackingRef '14618_web_deposit_cif_file_0_KazuyukiMaeda_1349948444.LBPII.cif'


# 5. CHEMICAL DATA

_chemical_name_systematic        
; ?
;
_chemical_name_common            ?
# Get _chemical_formula_moiety using checkCIF
_chemical_formula_moiety         ?
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_sum            'C6 H3 La O11 P3'
_chemical_formula_weight         489.964
_chemical_melting_point          ?
_chemical_compound_source        ? # for minerals and
# natural products

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
La La -0.4479 3.0172 'International Tables for Crystallography, Vol. C'
C C 0.0033 0.0021 'International Tables for Crystallography, Vol. C'
O O 0.0113 0.0079 'International Tables for Crystallography, Vol. C'
P P 0.1127 0.1202 'International Tables for Crystallography, Vol. C'
H H 0.0000 0.0000 'International Tables for Crystallography, Vol. C'

#===============================================================================
# 6. POWDER SPECIMEN AND CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y+1/2,z+1/2

_cell_length_a                   9.6708(2)
_cell_length_b                   16.3872(3)
_cell_length_c                   9.2210(2)
_cell_angle_alpha                90
_cell_angle_beta                 117.8512(6)
_cell_angle_gamma                90
_cell_volume                     1292.03(4)
# If checkCIF gives a different Z value, change both
# _chemical_formula_sum and _chemical_formula_weight.
_cell_formula_units_Z            4
_cell_measurement_temperature    ?

_cell_special_details            ?

_exptl_crystal_density_diffrn    2.5188
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             944.00

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

_pd_spec_size_axial              ? # perpendicular to
# equatorial plane

_pd_spec_size_equat              ? # parallel to
# scattering vector
# in transmission

_pd_spec_size_thick              ? # parallel to
# scattering vector
# in reflection

# The next five fields are character fields that describe the specimen.

_pd_spec_mounting                
# This field should be
# used to give details of the
# container.
; ?
;
_pd_spec_mount_mode              reflection

_pd_spec_shape                   flat_sheet

_pd_char_particle_morphology     ?
_pd_char_colour                  ?

# The following three fields describe the preparation of the specimen.
# The cooling rate is in K/min. The pressure at which the sample was
# prepared is in kPa. The temperature of preparation is in K.

_pd_prep_cool_rate               ?
_pd_prep_pressure                ?
_pd_prep_temperature             ?

_exptl_absorpt_coefficient_mu    ?
# The next four fields are normally only needed for transmission experiments.
_exptl_absorpt_correction_type   ? # include if applicable
_exptl_absorpt_process_details   ? # include if applicable
_exptl_absorpt_correction_T_min  ? # include if applicable
_exptl_absorpt_correction_T_max  ? # include if applicable

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

# 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      300
_diffrn_source                   synchrotron
_diffrn_source_target            ?
_diffrn_source_type              ?
_diffrn_radiation_type           ?
_diffrn_measurement_device_type  ?
_diffrn_detector                 ?
_diffrn_detector_type            ?

_pd_meas_scan_method             step # options are 'step', 'cont',
#' 'tof', 'fixed' or
# 'disp' (= dispersive)
_pd_meas_special_details         
; ?
;

_diffrn_radiation_wavelength     0.797880
_diffrn_radiation_monochromator  ?

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

_pd_meas_number_of_points        7001
_pd_meas_2theta_range_min        3.0000
_pd_meas_2theta_range_max        73.0000
_pd_meas_2theta_range_inc        0.0100

# The following three items are used for time-of-flight measurements only.

_pd_instr_dist_src/spec          ?
_pd_instr_dist_spec/detc         ?
_pd_meas_2theta_fixed            ?

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

# 8. REFINEMENT DATA

# Use the next field to give any special details about the fitting of the
# powder pattern.

_pd_proc_ls_special_details      
; Three sites O15, O16, and O19 were treated as virtual atom Op in the refinement.
;

# The next three items are given as text.

_pd_calc_method                  'Rietveld Refinement'

_pd_proc_ls_profile_function     'split pseudo-Voigt function'
_pd_proc_ls_background_function  'Legendre polynomials'
_pd_proc_ls_pref_orient_corr     
; ?
;
# Replace '; ?' with the following four lines for the March-Dollase function:
#; $P_k = \sum_{j=1}^{m_k} \frac{1}{m_k}
#\left( r^2 \cos^2 \alpha_j +r^{-1}\ sin^2 \alpha_j \right)^{-3/2}$
#with a preferred-orientation vector, (hkl),
#and <i>r</i> = 1.0(0)

_pd_proc_ls_prof_R_factor        0.03397
_pd_proc_ls_prof_wR_factor       0.04363
_pd_proc_ls_prof_wR_expected     0.02810
_refine_ls_R_I_factor            0.01657
_refine_ls_R_Fsqd_factor         0.00924
_refine_ls_R_factor_all          0.00916

_refine_special_details          
; ?
;

_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     1/<i>y</i>~i~
# The following line must be commented out in the absence of H atoms.
#_refine_ls_hydrogen_treatment ?
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_number_constraints    21

# The following item is the same as CHI, the square root of 'CHI squared'
_refine_ls_goodness_of_fit_all   1.5528

_refine_ls_restrained_S_all      ?
# The following item can be obtained by setting NPRINT at 2 in *.ins.
_refine_ls_shift/su_max          0.0
_refine_ls_shift/su_mean         ?

_refine_diff_density_max         0.0
_refine_diff_density_min         0.0

# 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        5.0000
_pd_proc_2theta_range_max        50.0000
_pd_proc_2theta_range_inc        0.0100
_pd_proc_wavelength              ?


# Each refinement must be accompanied by a listing of the powder data
# in CIF format. Each listing should be sent as a separate file consisting
# of one data block containing a single powder profile. The value of
# _pd_block_diffractogram_id is used to associate each refinement with
# its corresponding powder profile, since it must match the value
# of _pd_block_id in the file containing the powder data. A template
# for supplying powder data in CIF format is available by ftp at
# ftp://ftp.iucr.org/pub/rietdataform.cif and an example is given
# at ftp://ftp.iucr.org/pub/rietdataxmpl.cif.

_pd_block_diffractogram_id       ?

# 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_cell_refinement       'RIETAN-FP (Izumi and Momma, 2007)'
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'RIETAN-FP (Izumi and Momma, 2007)'
_computing_molecular_graphics    'VESTA (Momma and Izumi, 2008)'
_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_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_type_symbol
LA1 0.2985(1) 0.16270(5) 0.8974(1) 1 4 e Uiso 0.0101(4) La
P2 0.1842(5) 0.1272(2) 0.2390(5) 1 4 e Uiso 0.0141(8) P
P3 0.5752(4) 0.3144(2) 0.2042(4) 1 4 e Uiso 0.0141(8) P
P4 0.6986(5) 0.4440(2) 0.7202(5) 1 4 e Uiso 0.0141(8) P
C5 0.6283(9) 0.3983(4) 0.1197(8) 1 4 e Uiso 0.0193(7) C
C6 0.703(1) 0.4511(4) 0.917(1) 1 4 e Uiso 0.0193(7) C
C7 0.2514(9) 0.0325(4) 0.3490(9) 1 4 e Uiso 0.0193(7) C
C8 0.243(1) 0.0216(4) 0.493(1) 1 4 e Uiso 0.0193(7) C
C9 0.635(1) 0.3889(5) 0.971(1) 1 4 e Uiso 0.0193(7) C
C10 0.6854(9) 0.4708(5) 0.210(1) 1 4 e Uiso 0.0193(7) C
O11 0.7692(9) 0.5193(4) 0.6919(9) 1 4 e Uiso 0.0193(7) O
O12 0.265(1) 0.1415(4) 0.1360(9) 1 4 e Uiso 0.0193(7) O
O13 0.522(1) 0.2450(5) 0.086(1) 1 4 e Uiso 0.0193(7) O
O14 0.991(1) 0.1387(4) 0.8058(8) 1 4 e Uiso 0.0386(7) O
O15 0.7918(8) 0.3643(4) 0.7226(8) 1 4 e Uiso 0.0289(7) O
O16 0.723(1) 0.2914(4) 0.366(1) 1 4 e Uiso 0.0289(7) O
O17 0.526(1) 0.0638(5) 1.0778(9) 1 4 e Uiso 0.0193(7) O
O18 0.095(1) 0.1849(5) 0.5789(9) 1 4 e Uiso 0.0386(7) O
O19 0.0060(7) 0.1153(4) 0.1174(8) 1 4 e Uiso 0.0289(7) O
O20 0.4507(9) 0.3415(4) 0.2538(7) 1 4 e Uiso 0.0193(7) O
O21 0.200(1) 0.1929(4) 0.3582(9) 1 4 e Uiso 0.0193(7) O
H22 0.303(2) -0.0246(6) 0.185(2) 1 4 e Uiso 0.0193(7) H
H23 0.20(1) 0.061(3) 0.532(8) 1 4 e Uiso 0.0193(7) H
H24 0.609(2) 0.1610(9) 0.419(2) 1 4 e Uiso 0.0193(7) H

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

#10. GEOMETRICAL PARAMETERS

_geom_special_details            ?

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
LA1 O12 2.395(6) . 1_556 ?
LA1 O20 2.397(8) . 4_555 ?
LA1 O13 2.447(9) . 1_556 ?
LA1 O11 2.474(7) . 2_646 ?
LA1 O21 2.515(7) . 4_555 ?
LA1 O17 2.609(9) . 1_555 ?
LA1 O18 2.689(8) . 1_555 ?
LA1 O14 2.712(8) . 1_455 ?
P2 O21 1.496(5) . 1_555 ?
P2 O12 1.503(5) . 1_555 ?
P2 O19 1.568(5) . 1_555 ?
P2 C7 1.801(8) . 1_555 ?
P3 O13 1.492(7) . 1_555 ?
P3 O20 1.539(9) . 1_555 ?
P3 O16 1.556(9) . 1_555 ?
P3 C5 1.770(6) . 1_555 ?
P4 O11 1.492(8) . 1_555 ?
P4 O17 1.576(8) . 4_554 ?
P4 O15 1.581(7) . 1_555 ?
P4 C6 1.799(9) . 1_555 ?
C5 C9 1.407(9) . 1_554 ?
C5 C10 1.409(8) . 1_555 ?
C6 C8 1.376(7) . 2_656 ?
C6 C9 1.426(7) . 1_555 ?
C7 C8 1.380(6) . 1_555 ?
C7 C10 1.416(6) . 2_645 ?
C8 H23 0.91(2) . 1_555 ?
C9 H24 0.92(1) . 4_555 ?
C10 H22 0.92(1) . 2_655 ?

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
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O12 P2 O19 106.8(5) 1_555 . 1_555 ?
O12 P2 O21 116.8(5) 1_555 . 1_555 ?
O21 P2 O19 108.3(6) 1_555 . 1_555 ?
O12 P2 C7 109.4(4) 1_555 . 1_555 ?
O21 P2 C7 108.7(4) 1_555 . 1_555 ?
O19 P2 C7 106.39(9) 1_555 . 1_555 ?
O13 P3 O20 112.6(2) 1_555 . 1_555 ?
O20 P3 O16 106.45(9) 1_555 . 1_555 ?
O13 P3 O16 111.5(5) 1_555 . 1_555 ?
O20 P3 C5 109.6(5) 1_555 . 1_555 ?
O13 P3 C5 110.1(4) 1_555 . 1_555 ?
O16 P3 C5 106.4(1) 1_555 . 1_555 ?
O11 P4 C6 109.0(4) 1_555 . 1_555 ?
O11 P4 O15 112.47(9) 1_555 . 1_555 ?
O15 P4 C6 107.2(4) 1_555 . 1_555 ?
O11 P4 O17 108.3(5) 1_555 . 4_554 ?
O17 P4 C6 111.2(5) 4_554 . 1_555 ?
O17 P4 O15 108.7(5) 4_554 . 1_555 ?
C9 C5 P3 119.8(5) 1_554 . 1_555 ?
C10 C5 P3 120.5(4) 1_555 . 1_555 ?
C10 C5 C9 119.1(1) 1_555 . 1_554 ?
C8 C6 P4 119.1(1) 2_656 . 1_555 ?
C9 C6 P4 120.8(7) 1_555 . 1_555 ?
C8 C6 C9 119.7(7) 2_656 . 1_555 ?
C10 C7 P2 120.3(6) 2_645 . 1_555 ?
C8 C7 P2 119.1(1) 1_555 . 1_555 ?
C8 C7 C10 120.6(6) 1_555 . 2_645 ?
C7 C8 C6 120.9(1) 1_555 . 2_646 ?
C5 C9 C6 120.1(7) 1_556 . 1_555 ?
C5 C10 C7 119.6(6) 1_555 . 2_655 ?
C5 C10 H22 120.9(1) 2_645 . 1_555 ?
C7 C10 H22 118.8(6) 1_555 . 1_555 ?
H24 C9 C5 119.1(1) 1_555 . 4_555 ?
H24 C9 C6 120.1(7) 1_555 . 4_554 ?
H23 C8 C7 120.9(3) 1_555 . 1_555 ?
H23 C8 C6 118.2(4) 1_555 . 2_646 ?